A herbicidal composition and its application
By mixing compounds of specific structures with herbicides such as glufosinate or glyphosate in a specific proportion to form a herbicide composition, the problem of weed resistance of existing glyphosate herbicides after long-term use is solved, and efficient and economical herbicide effects are achieved.
Patent Information
- Application Number
- CN202311758886.1
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Priority Date
- 2022-12-21
- Filing Date
- 2023-12-20
- Publication Date
- 2025-06-24
- Estimated Expiration
- 2043-12-20
AI Technical Summary
After long-term use of existing glyphosate herbicides, some weed populations develop drug resistance, resulting in an increase in dosage and increased frequency of use, and it is difficult for a single glyphosate to effectively prevent certain weeds.
A herbicidal composition is used, and its active ingredient is component A and component B, which is a compound of a specific structure, and component B is selected from glufosinate, glyphosate or other herbicides, and the two are mixed in a specific proportion to form a herbicide.
Through the use of the composition, the amount of each active ingredient is significantly reduced, and the prevention effect of weeds is enhanced, especially when facing glyphosate-resistant weeds, it shows efficient prevention ability and adapts to different environmental conditions.
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Figure CN118216517B_ABST
Abstract
Description
Technical Field
[0001] The present invention belongs to the field of agricultural herbicides and relates to a herbicidal composition and its application. Background Art
[0002]
[0003] The compound of general formula I has good herbicidal activity and can effectively control weeds at different leaf stages such as barnyard grass, green foxtail, smallflower umbrellaplant, flatsedge, goosegrass, jointvetch, abutilon, common zinnia, redroot amaranth, purslane, cocklebur, black nightshade, cassia, velvetleaf, wild soybean, etc. Good herbicidal effects can be obtained at low doses.
[0004] The use of any herbicide has its limitations. In the process of using organophosphorus herbicides, especially glyphosate, the following problems also exist: 1. Some weed populations have natural resistance to glyphosate, and higher dosages or more application times are required to completely control them. For example, field bindweed and slender amaranth of Convolvulaceae, horsetail of Equisetaceae, copperleaf of Amaranthus, some leguminous weeds, ferns, weeds that reproduce underground, bamboos and some shrubs, etc.; 2. The emergence of resistant weeds has brought great challenges to the use of glyphosate. At present, although there is no official report in China indicating the emergence of glyphosate-resistant weeds, in some areas, due to the continuous use of glyphosate for years, some weeds require very high doses to be controlled. For example, Conyza canadensis has now become the dominant weed population in cotton fields in the Yangtze River Basin, and goosegrass is widespread in vegetable fields and orchards in Guangdong and Fujian. It is difficult to control with a single herbicide.
[0005] The mixing of herbicides is an effective way to expand the herbicidal spectrum, reduce the usage amount and frequency, prevent the generation of resistance in resistant weeds and control resistant weeds. Therefore, there is an urgent need for a compound herbicide that can replace single glyphosate as the active ingredient. Summary of the Invention
[0006] The purpose of the present invention is to provide a herbicidal composition and its application.
[0007] To achieve the above purpose, the technical solution of the present invention is as follows:
[0008] A weeding composition, wherein the active components of the composition are component A and component B. Component A is a compound with the structural formula I as follows; Component B is selected from glufosinate, glufosinate-ammonium, salts of glufosinate-ammonium; glyphosate, salts of glyphosate or esters of glyphosate; formulation type protoporphyrinogen oxidase (PPO) inhibitor herbicides, acetyl-CoA carboxylase (ACCase) inhibitor herbicides, acetolactate synthase (ALS) inhibitor herbicides, photosynthesis inhibitor herbicides, dinitrotolueneamine herbicides; protoporphyrinogen oxidase (PPO) inhibitor herbicides, acetolactate synthase (ALS) inhibitor herbicides, hormone herbicides, photosynthesis inhibitor herbicides; amide herbicides, photosynthesis inhibitor herbicides, hydroxyphenylpyruvate dioxygenase (HPPD) inhibitor herbicides, cell division inhibitor herbicides, acetolactate synthase (ALS) inhibitor herbicides; wherein the weight ratio between component A and component B is: 1:90 to 90:1;
[0009]
[0010] In formula I:
[0011] W is selected from O or S;
[0012] X1 is selected from H or F;
[0013] X2 is selected from halogen, CN, CONH2 or CSNH2;
[0014] R1 is selected from methyl or ethyl;
[0015] R2 is selected from methyl or ethyl;
[0016] R3 is selected from H or methyl;
[0017] R4 is selected from H or C1-C3 alkyl;
[0018] R5 is selected from CH3CH2-, CH3CH2CH2-, (CH3)2CH-, CH3CH2CH2CH2-, (CH3)2CHCH2-, CH3CH2CH(CH3)-, (CH3)3C-, CH3CH2CH2CH2CH2-, (CH3)2CHCH2CH2-, (CH3)3CCH2-, CH3CH2CH(CH3)CH2-, CH3CH2CH2CH(CH3)-, CH3CH2C(CH3)2-, CH3CH=CHCH2-, CH3C≡CCH2-, C1-C 10 haloalkyl, C1-C6 alkylthio C1-C6 alkyl, C1-C6 alkylsulfinyl C1-C6 alkyl, C1-C6 alkylsulfonyl C1-C6 alkyl, (C1-C6 alkyl)2amino C1-C6 alkyl, C3-C10 Cycloalkyl, C3-C6 cycloalkyl C1-C6 alkyl, C3-C 10 Halocycloalkyl, C3-C6 halocycloalkyl C1-C6 alkyl, C2-C 10 Halovinyl, C1-C6 alkoxy C2-C6 alkenyl, C1-C6 alkylthio C2-C6 alkenyl, C1-C6 alkylsulfinyl C2-C6 alkenyl, C1-C6 alkylsulfonyl C2-C6 alkenyl, (C1-C6 alkyl)2amino C2-C6 alkenyl, C3-C 10 Cycloalkenyl, C3-C6 cycloalkyl C2-C6 alkenyl, C3-C6 halocycloalkyl C2-C6 alkenyl, C2-C 10 Haloynyl, C1-C6 alkoxy C2-C6 alkynyl, C1-C6 alkylthio C2-C6 alkynyl, C1-C6 alkylsulfinyl C2-C6 alkynyl, C1-C6 alkylsulfonyl C2-C6 alkynyl, (C1-C6 alkyl)2amino C2-C6 alkynyl, C3-C 10 Cycloalkynyl, C3-C6 cycloalkyl C2-C6 alkynyl, C3-C6 halocycloalkyl C2-C6 alkynyl, phenyl, phenyl C1-C6 alkyl, 5-7 membered aliphatic heterocycle containing 1-4 heteroatoms, 5-7 membered aromatic heterocycle containing 1-4 heteroatoms, 5-7 membered aliphatic heterocycle C1-C6 alkyl or 5-7 membered aromatic heterocycle C1-C6 alkyl containing 1-4 heteroatoms, the hydrogen on the aforementioned phenyl, aliphatic heterocycle, aromatic heterocycle can be substituted by one or more of the following substituents, the substituents are selected from nitro, halogen, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C3-C6 cycloalkyl, C3-C6 cycloalkoxy, C2-C6 alkenyl, C2-C6 alkynyl, phenyl or phenyl substituted by one or more halogens; or when R3 is selected from H and R4 is not selected from H, the optical isomers of the compound shown in formula I.
[0019] Preferably, in the herbicidal composition, component A is the compound shown in formula I, in formula I:
[0020] W is selected from O or S;
[0021] X1 is selected from H or F;
[0022] X2 is selected from Cl, Br or CN;
[0023] R1 is selected from methyl;
[0024] R2 is selected from methyl;
[0025] R3 is selected from H or methyl;
[0026] R4 is selected from H, methyl, ethyl or isopropyl;
[0027] R5 is selected from CH3CH2-, CH3CH2CH2-, (CH3)2CH-, CH3CH2CH2CH2-, (CH3)2CHCH2-, CH3CH2CH(CH3)-, (CH3)3C-, CH3CH2CH2CH2CH2-, (CH3)2CHCH2CH2-, (CH3)3CCH2-, CH3CH2CH(CH3)CH2-, CH3CH2CH2CH(CH3)-, CH3CH2C(CH3)2-, ClCH2CH2-, ClCH2CH2CH2-, CH3ClCHCH2-, CH2Cl(CH3)CH-, ClCH2CH2CH2CH2-, CH3ClCHCH2CH2-, CH3CH2ClCHCH2-, CH3CH2CH2ClCH-, ClCH2CH2CH(CH3)-, ClCH2(CH3)2C-, ClCH2CH2CH2CH2CH2-, CH3CH=CHCH2-, ClCH=CHCH2-, Cl2C=CHCH2-, ClCH=CClCH2-, CH3C≡CCH2-, ClC≡CCH2-, or the following substituents:
[0028]
[0029] Or when R3 is selected from H and R4 is not selected from H, the optical isomers of the compound shown in Formula I;
[0030] The active ingredient B is selected from glufosinate, glufosinate-ammonium, the organic salts of glufosinate-ammonium, or the inorganic salts of glufosinate-ammonium;
[0031] The active ingredient B is selected from glyphosate, the organic salts of glyphosate, the inorganic salts of glyphosate, or the esters of glyphosate;
[0032] The active ingredient B is selected from one or more of the following herbicides: fomesafen, fluoroglycofen-ethyl, acifluorfen, flumioxazin, which are protoporphyrinogen oxidase (PPO) inhibitor herbicides; or diclofop-methyl, haloxyfop-P-methyl, quizalofop-P-ethyl, quizalofop-ethyl, quizalofop-P-tefuryl, haloxyfop-R-methyl, lactofen, clethodim, sethoxydim, which are acetyl-CoA carboxylase (ACCase) inhibitor herbicides; or imazethapyr, imazamox, imazapic, which are acetolactate synthase (ALS) inhibitor herbicides; or bentazone, prometryn, sulfentrazone, which are photosynthesis inhibitor herbicides; or trifluralin, butralin, which are dinitrotolueneamine herbicides;
[0033] The active ingredient B is selected from one or more of the following: oxyfluorfen, sulfentrazone, pyraflufen - ethyl, florasulam, which are PPO inhibitor herbicides; sulfometuron - methyl, tribenuron - methyl, chlorsulfuron, which are ALS inhibitor herbicides; triclopyr and its salts and esters, fluroxypyr and its salts and esters, MCPA and its salts and esters, 2,4 - D and its salts and esters, aminopyralid and its salts and esters, picloram, dicamba, which are hormone herbicides; diquat and its salts and esters, diuron, prometryn, hexazinone, which are photosynthesis inhibitor herbicides.
[0034] The active ingredient B is selected from one or more of the following: acetochlor, acetochlor, propisochlor, S - metolachlor, S - metolachlor - enantiomer, butachlor, which are amide herbicides; atrazine, terbuthylazine, simazine, ametryn, prometryn, cyanazine, bromoxynil octanoate, amicarbazone, metribuzin, which are photosynthesis inhibitor herbicides; mesotrione, cyclopyrimorate, isoxaflutole, which are HPPD inhibitor herbicides; flufenacet, which is a cell division inhibitor herbicide; thifensulfuron - methyl, thidiazimin, rimsulfuron, florasulam, nicosulfuron, foramsulfuron, flumetsulam, which are ALS inhibitor herbicides.
[0035] Further preferably, in the herbicidal composition, the component A is a compound represented by formula I. In formula I:
[0036] W is selected from S;
[0037] X1 is selected from F;
[0038] X2 is selected from Cl;
[0039] R1 is selected from methyl;
[0040] R2 is selected from methyl;
[0041] R3 is selected from H or methyl;
[0042] R4 is selected from H or methyl;
[0043] R5 is selected from CH3CH2-, CH3CH2CH2-, (CH3)2CH-, CH3CH2CH2CH2-, (CH3)2CHCH2-, CH3CH2CH(CH3)-, (CH3)3C-, CH3CH2CH2CH2CH2-, (CH3)2CHCH2CH2-, (CH3)3CCH2-, CH3CH2CH(CH3)CH2-, CH3CH2CH2CH(CH3)-, CH3CH2C(CH3)2-, ClCH2CH2-, ClCH2CH2CH2-, CH3ClCHCH2-, CH2Cl(CH3)CH-, ClCH2CH2CH2CH2-, CH3ClCHCH2CH2-, CH3CH2ClCHCH2-, CH3CH2CH2ClCH-, ClCH2CH2CH(CH3)-, ClCH2(CH3)2C-, ClCH2CH2CH2CH2CH2-, CH3CH=CHCH2-, ClCH=CHCH2-, Cl2C=CHCH2-, ClCH=CClCH2-, CH3C≡CCH2-, ClC≡CCH2- or the following substituents:
[0044]
[0045] or when R3 is selected from H and R4 is selected from methyl, the optical isomer of the compound shown in Formula I is in the S configuration or the content of the S configuration is greater than 60%;
[0046] Component B is selected from glufosinate, glufosinate-ammonium, glufosinate-ammonium salt, glufosinate-sodium salt;
[0047] Component B is selected from glyphosate acid, glyphosate-isopropylammonium salt, glyphosate-ammonium salt, glyphosate-sodium salt, glyphosate-potassium salt, glyphosate-dimethylamine salt, glyphosate-ethylenediamine salt;
[0048] Component B is selected from one or two of the herbicides fomesafen and flumioxazin which are protoporphyrinogen oxidase (PPO) inhibitors, or quizalofop-P-ethyl, quizalofop-P, haloxyfop-P-methyl and clethodim which are acetyl-CoA carboxylase (ACCase) inhibitors, or imazamox and imazethapyr which are acetolactate synthase (ALS) inhibitors, or bentazone and s-metolachlor which are photosynthesis inhibitors, or trifluralin which is a dinitrotoluene herbicide;
[0049] Component B is selected from one or two of the protoporphyrinogen oxidase (PPO) inhibitor herbicides oxyfluorfen and sulfentrazone, the acetolactate synthase (ALS) inhibitor herbicide sulfometuron methyl, the hormone herbicides triclopyr, triclopyr butoxyethyl ester, fluroxypyr, fluroxypyr meptyl, MCPA-Na, 2,4-D, picloram, picloram potassium salt, dichloropyridine acid, and dicamba, and the photosynthesis inhibitor herbicides diquat, diuron, and hexazinone.
[0050] Component B is selected from one or two of the amide herbicides acetochlor, S-metolachlor, and S-metolachlor-M, or the photosynthesis inhibitor herbicides atrazine, terbuthylazine, bromoxynil octanoate, amicarbazone, and metribuzin, or the 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitor herbicides mesotrione, cyclosulfamuron, benzobicyclon, and isoxaflutole, or the cell division inhibitor herbicide flufenacet, or the acetolactate synthase (ALS) inhibitor herbicides thifensulfuron-methyl, thidiazimin, sulfometuron methyl, florasulam, nicosulfuron, and flumetsulam.
[0051] More preferably, when Component B is glufosinate, glufosinate-P, glufosinate ammonium salt, or glufosinate sodium salt; the weight ratio between Component A and Component B is 1:5 to 1:40.
[0052] When Component B is selected from glyphosate acid, glyphosate isopropylammonium salt, glyphosate ammonium salt, glyphosate sodium salt, glyphosate potassium salt, glyphosate dimethylammonium salt, or glyphosate ethylenediamine salt; the weight ratio between Component A and Component B is 1:5 to 1:90.
[0053] When Component B is selected from one or two of the protoporphyrinogen oxidase (PPO) inhibitor herbicides fomesafen and flumioxazin, or the acetyl-CoA carboxylase (ACCase) inhibitor herbicides quizalofop-P-ethyl, quizalofop-P, haloxyfop-P-methyl, and clethodim, or the acetolactate synthase (ALS) inhibitor herbicides imazamox and imazethapyr, or the photosynthesis inhibitor herbicides bentazone and clomazone, or the dinitrotoluidine herbicide trifluralin; the weight ratio between Component A and Component B is 1:1 to 1:40.
[0054] Component B is selected from the PPO inhibitor herbicides oxyfluorfen and sulfentrazone, the ALS inhibitor herbicide sulfometuron methyl, the hormone herbicides triclopyr, triclopyr butoxyethyl ester, fluroxypyr, fluroxypyr meptyl, MCPA-Na, 2,4-D, aminopyralid, aminopyralid potassium salt, picloram, and dicamba, and the photosynthesis inhibitor herbicides diquat, diuron, and hexazinone. When Component B is one or two of them, the weight ratio between Component A and Component B is (1 - 40):(40 - 1).
[0055] Component B is selected from the amide herbicides acetochlor, S-metolachlor, and S-metolachlor - S - enantiomer, or the photosynthesis inhibitor herbicides atrazine, terbuthylazine, bromoxynil octanoate, amicarbazone, and metribuzin, or the HPPD inhibitor herbicides mesotrione, topramezone, benzobicyclon, and isoxaflutole, or the cell division inhibitor herbicide flufenacet, or the ALS inhibitor herbicides thifensulfuron - methyl, thidiazimin, rimsulfuron, florasulam, nicosulfuron, and flumetsulam. When Component B is one or two of them, the weight ratio between Component A and Component B is 1:1 - 1:40.
[0056] More preferably, when Component B is glufosinate, glufosinate - P, glufosinate - ammonium, or glufosinate - sodium, the weight ratio between Component A and Component B is 1:5 - 1:10.
[0057] When Component B is selected from glyphosate acid, glyphosate isopropylammonium salt, glyphosate ammonium salt, glyphosate sodium salt, glyphosate potassium salt, glyphosate dimethylammonium salt, and glyphosate ethylenediamine salt, the weight ratio between Component A and Component B is 1:5 - 1:10.
[0058] Component B is selected from the PPO inhibitor herbicides fomesafen and flumioxazin, or the ACCase inhibitor herbicides quizalofop - P - ethyl, quizalofop - P - tefuryl, haloxyfop - R - methyl, and clethodim, or the ALS inhibitor herbicides imazamox and imazethapyr, or the photosynthesis inhibitor herbicides bentazone and clomazone, or the dinitrotolueneamine herbicide trifluralin. When Component B is one or two of them, the weight ratio between Component A and Component B is 1:1 - 1:10.
[0059] Component B is selected from the PPO inhibitor herbicides oxyfluorfen and sulfentrazone, the ALS inhibitor herbicide sulfometuron methyl, the hormone herbicides triclopyr, triclopyr butoxyethyl ester, fluroxypyr, fluroxypyr meptyl, MCPA-Na, 2,4-D, picloram, picloram potassium salt, dichloropyric acid, and dicamba. When one or two of them are used, the weight ratio between Component A and Component B is (1 - 5):(5 - 1).
[0060] Component B is selected from the amide herbicides acetochlor, S-metolachlor, and S-metolachlor - M, or the photosynthesis inhibitor herbicides atrazine, terbuthylazine, bromoxynil octanoate, amicarbazone, and metribuzin, or the HPPD inhibitor herbicides mesotrione, topramezone, benzobicyclon, and isoxaflutole, or the cell division inhibitor herbicide flufenacet, or the ALS inhibitor herbicides thifensulfuron - methyl, thiencarbazone - methyl, rimsulfuron, florasulam, nicosulfuron, and flumetsulam. When one or two of them are used, the weight ratio between Component A and Component B is 1:1 - 1:10.
[0061] Use of a described herbicidal composition, use of the herbicidal composition in controlling weeds
[0062] In the definition of the general formula I compound given above, the terms used in the compilation are generally defined as follows:
[0063] Halogen refers to fluorine, chlorine, bromine, and iodine. Alkyl refers to straight-chain or branched-chain forms, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, n-hexyl and other groups. Haloalkyl refers to a group in which the alkyl group is substituted by one or more halogen atoms, such as chloroethyl, trifluoromethyl and the like. Cycloalkyl refers to a group including a cyclic chain form, such as cyclopropyl, methylcyclopropyl, cyclopropylcyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and other groups. Alkenyl refers to straight-chain or branched-chain alkenyl, such as 1-propenyl, 2-propenyl, butenyl, pentenyl, and hexenyl and other groups. When the compound substituent is alkenyl, it also includes Z- or E-configurational isomers formed when different atoms are connected on both sides of the carbon-carbon double bond. Alkynyl refers to straight-chain or branched-chain alkynyl, such as 1-propynyl, 2-propynyl, butynyl, pentynyl, and hexynyl and other groups. Alkoxy refers to a group in which an oxygen atom is connected to the end of an alkyl group, such as methoxy, ethoxy, n-propoxy, isopropoxy, tert-butoxy and the like. Alkylthio refers to a group in which a sulfur atom is connected to the end of an alkyl group, such as methylthio, ethylthio, n-propylthio, isopropylthio, tert-butylthio and the like. Alkylsulfinyl refers to a group in which a sulfinyl group is connected to the end of an alkyl group, such as methylsulfinyl, ethylsulfinyl, isopropylsulfinyl, tert-butylsulfinyl and the like. Alkylsulfonyl refers to a group in which a sulfonyl group is connected to the end of an alkyl group, such as methylsulfonyl, ethylsulfonyl, isopropylsulfonyl, tert-butylsulfonyl and the like. A 5- to 7-membered aliphatic heterocycle containing 1 to 4 heteroatoms refers to a 5- to 7-membered heterocyclic compound without aromatic characteristics containing 1 to 4 heteroatoms, such as ethylene oxide, tetrahydrofuran, imidazolinone, caprolactam and the like. A 5- to 7-membered aromatic heterocycle containing 1 to 4 heteroatoms refers to a 5- to 7-membered heterocyclic compound with aromatic characteristics containing 1 to 4 heteroatoms, such as furan, thiophene, pyridine and the like.
[0064] Some compounds of General Formula I can be illustrated by the specific compounds listed in Table 1, but the present invention is not limited to these compounds. Other groups are as shown in Table 1.
[0065]
[0066] Table 1
[0067]
[0068]
[0069]
[0070]
[0071]
[0072] The places where the herbicides of the present invention are applied to the unwanted vegetation. Specifically, it can be applied to the places where unwanted vegetation exists, or the pre-planting or pre-emergence burning of crops before sowing and the post-emergence treatment of tolerant and non-tolerant crops.
[0073] The herbicides described above are applied to non-cultivated land, orchards, rubber plantations, idle cultivated land, rubber plantations, eucalyptus forests, fir forests, forests, firebreaks, lawns, railways, highways, airports and warehouse sites.
[0074] The tolerant and non-tolerant crops are selected from rice, corn, leguminous crops, rapeseed, vegetables, cotton, sugar beet, small grain cereals, soybeans, peanuts, sugarcane, sunflowers, cultivated crops, woody plants. The orchards described above include apple orchards, peach orchards, vineyards, pear orchards, tea plantations, mulberry orchards, citrus orchards. The unwanted vegetation includes gramineous weeds, broad-leaved weeds, sedge weeds, algae, ferns and woody shrubs.
[0075] The composition proposed by the present invention has the following advantages:
[0076] 1. There is a very obvious synergistic effect between the two active ingredients of the herbicidal composition of the present invention, thereby reducing the dosage of each active ingredient;
[0077] 2. The herbicidal composition of the present invention utilizes the complementarity of different action mechanisms, combines the characteristics of contact killing and systemic absorption, increases the adaptability to adverse environments such as drought and low temperature in the field, speeds up the reaction rate, and weeds more thoroughly;
[0078] 3. The herbicidal composition of the present invention expands the suitable application period, especially for broad-leaved weeds with a larger leaf age, and the continuous inhibitory and control effects are enhanced;
[0079] 4. The herbicidal composition of the present invention has a very high control effect on some glyphosate-tolerant weeds such as Conyza canadensis, Cynodon dactylon, Eleusine indica, etc.;
[0080] 5. The herbicidal composition of the present invention can be used for foliage spraying to control most weeds in non-cultivated land, orchards, idle cultivated land, rubber plantations, eucalyptus forests, forests, firebreaks, lawns, railways, highways, airports and warehouses, etc. Detailed implementation mode
[0081] The synergistic effect of the herbicidal composition of the present invention on gramineous weeds and broad-leaved weeds can be further illustrated by the following examples, but the present invention is by no means limited thereto. Among them, the active components of the herbicidal composition of the present invention are component A and component B. Component A is compound A, and component B is glufosinate, glufosinate-ammonium, glyphosate or its agriculturally applicable salts and esters, protoporphyrinogen oxidase (PPO) inhibitor herbicides, acetyl-CoA carboxylase (ACCase) inhibitor herbicides, acetolactate synthase (ALS) inhibitor herbicides, photosynthesis inhibitor herbicides, dinitrotolueneamine herbicides, protoporphyrinogen oxidase (PPO) inhibitor herbicides, acetolactate synthase (ALS) inhibitor herbicides, hormone herbicides, photosynthesis inhibitor herbicides, one or several of them, amide herbicides, photosynthesis inhibitor herbicides, hydroxyphenylpyruvate dioxygenase (HPPD) inhibitor herbicides, cell division inhibitor herbicides, acetolactate synthase (ALS) inhibitor herbicides. The active components are calculated based on the effective content.
[0082] Examples of biological activity determination
[0083] In the bioassay examples, the active components of the composition are that active component A1 is compound No. 55 in Table 1 with the general formula I structure, A2 is compound No. 59 in Table 1, A3 is compound No. 61 in Table 1, and active component B1 is glufosinate, B2 is glufosinate-ammonium, B3 is glufosinate-ammonium salt; B4 is glyphosate isopropylammonium salt, B5 is glyphosate potassium salt, B6 is glyphosate ammonium salt, B7 is glyphosate sodium salt; B8 is flumioxazin, B9 is quizalofop-p-ethyl, B10 is imazamox, B11 is bentazone; B12 is sulfentrazone, B13 is sulfometuron methyl, B14 is dicamba, B15 is diquat; B16 is terbuthylazine, B17 is benzobicyclon, B18 is isoxazoline, B19 is nicosulfuron.
[0084] Moreover, the specific compounds in active component A are prepared according to the patent document with the application number 202180014764.4.
[0085] Example 1
[0086] Through indoor pot experiments, the combined effects of different batches of the composition on weeds were determined (Tables 1 - 3).
[0087] The method for cultivating weeds is as follows: Quantitative weed seeds of Abutilon theophrasti and Setaria viridis are sown respectively in paper cups with a diameter of 7 cm filled with nutrient soil. After sowing, cover the soil, compact it, and water it, then cultivate in the greenhouse. When the gramineous weeds grow to the 5 - 7 leaf stage and the broad-leaved weeds grow to the 6 - 8 leaf stage, spray the stems and leaves. The experiment is set with 3 replicates. After the treatment, wait for the liquid medicine to dry naturally, and place it in the greenhouse for management according to the conventional method. According to the inhibition or death of the weeds, conduct a visual control efficacy survey 30 days after the treatment.
[0088] Method for preparing medicament: All the compounds are technical drugs. First, dissolve the technical drugs with water or a mixed solvent of acetone and dimethylformamide (volume ratio 1:1) to prepare a mother liquor with a certain concentration, and then prepare a treatment test solution according to the designed dosage of the test.
[0089] The present invention uses the Gowing method to evaluate the combined action of the proposed composition.
[0090]
[0091] In the formula:
[0092] X—weed control effect when the dosage of herbicide component A is P;
[0093] Y—weed control effect when the dosage of herbicide component B is Q;
[0094] E0—theoretical control effect when the dosage of the mixture (A + B) is P + Q;
[0095] E—actual measured control effect after mixing herbicide component A and herbicide component B in the above ratio.
[0096] When E - E0 > 10%, it is a synergistic effect; when E - E0 < -10%, it is an antagonistic effect; when the value of E - E0 is between ±10%, it is an additive effect.
[0097] Table 1 Combined action of compound A1 and B on weeds
[0098]
[0099]
[0100] Table 2 Combined action of compound A2 and B on weeds
[0101]
[0102] Table 3 Combined action of compound A3 and B on weeds
[0103]
[0104]
[0105] The test results (Table 1, Table 2 and Table 3) show that when compound A1, A2 and A3 are mixed with B1, B2 and B3 respectively, obvious synergistic effects are shown on Abutilon theophrasti, a broad-leaved weed, and Echinochloa crusgalli, a gramineous weed.
[0106] Example 2 Apply the herbicide involved in the present invention to the idle land in the citrus orchard to control unwanted vegetation.
[0107] The test plot is located in the citrus orchard of Maiyuan Village, Hengshan Town, Longyou County, Zhejiang Province, with a tree age of 7 - 8 years. The test field is flat, and no other herbicides are used; the weed species are rich, mainly broad - leaf weeds, with some gramineous weeds occurring. The main broad - leaf weeds include Alternanthera philoxeroides, Malvastrum coromandelianum, Melochia corchorifolia, Ipomoea violacea, Oxalis corniculata, Polygonum hydropiper, Conyza canadensis, etc.; the main gramineous weeds include Cynodon dactylon, Digitaria sanguinalis, and Eleusine indica, etc.
[0108] The control effect of the herbicide composition on weeds was investigated 15 days after treatment. In each plot, 0.25 m² was investigated for 2 the number of remaining weed plants. The formula for calculating the control effect of plant population is:
[0109]
[0110] Table 4 Control effect of the composition on weeds in the citrus orchard (15 days after treatment, visual estimation, %)
[0111]
[0112] Table 5 Control effect of the composition on weeds in the citrus orchard (15 days after treatment, visual estimation, %)
[0113]
[0114] Table 6 Control effect of the composition on weeds in the citrus orchard (15 days after treatment, visual estimation, %)
[0115]
[0116] The test results (Table 4, Table 5 and Table 6) show that when Compounds A1, A2 and A3 are mixed with B1, B2 and B3 respectively, they all show good control effects on both gramineous weeds and broad - leaf weeds in the citrus orchard.
[0117] Example 4
[0118] Through indoor pot experiments, the combined effects of the composition on weeds were determined (Table 7 - Table 9).
[0119] The weed cultivation method is as follows: A quantitative amount of Abutilon theophrasti and Setaria viridis weed seeds are sown respectively in paper cups with a diameter of 7 cm filled with nutrient soil. After sowing, cover the soil, compact it, and water it, then cultivate in the greenhouse. When the gramineous weeds grow to the 5 - 7 leaf stage and the broad - leaf weeds grow to the 6 - 8 leaf stage, conduct foliar spraying treatment. The experiment is set with 3 replicates. After the treatment, wait for the liquid medicine to dry naturally, place it in the greenhouse and manage it according to the conventional method. According to the inhibition or death of weeds, conduct visual control effect investigation 30 days after treatment.
[0120] The present invention uses the Gowing method to evaluate the combined effects of the proposed composition.
[0121]
[0122] In the formula:
[0123] X—the weed control effect when the dosage of herbicide component A is P;
[0124] Y—the weed control effect when the dosage of herbicide component B is Q;
[0125] E0—the theoretical control effect when the dosage of herbicide component A is P + the theoretical control effect when the dosage of herbicide component B is Q;
[0126] E—the measured control effect after mixing herbicide component A and herbicide component B in the above ratio.
[0127] When E - E0 > 10%, it is a synergistic effect; when E - E0 < -10%, it is an antagonistic effect; when the value of E - E0 is between ±10%, it is an additive effect.
[0128] Table 7 Joint action of compound A1 and B on weeds
[0129]
[0130] Table 8 Joint action of compound A2 and B on weeds
[0131]
[0132] Table 9 Joint action of compound A3 and B on weeds
[0133]
[0134]
[0135] The test results (Table 7, Table 8 and Table 9) show that when compound A1, A2 and A3 are mixed with B4, B5, B6 and B7 respectively, obvious synergistic effects are shown on Abutilon theophrasti, a broad-leaved weed, and Echinochloa crusgalli, a gramineous weed.
[0136] Example 5 The herbicide active ingredient compound A3 of the present invention is mixed with B4, B5, B6 and B7 respectively, and the determination of the joint action on glyphosate-resistant or -tolerant weeds is carried out
[0137] According to the previous research results, the test targets in this experiment, Conyza canadensis collected from Changde, Hunan and Eleusine indica collected from Huizhou, Guangdong, have a certain resistance or tolerance to glyphosate.
[0138] Table 10 Joint action of compound A3 and B on glyphosate-resistant or -tolerant weeds
[0139]
[0140]
[0141] The test results show that (Table 10), when compound A3 is mixed with B, the combined effect on Conyza canadensis and Eleusine indica, which are glyphosate-resistant or -tolerant weeds, is an obvious synergistic effect.
[0142] Example 6 Apply the herbicide of the present invention to the idle land in the citrus orchard to control unwanted vegetation.
[0143] The test plot is in Meijia Village, Shuanggang Sub-district, Kecheng District, Quzhou City, Anhui Province. The terrain is flat, and the soil type is paddy soil. The field weed community is mainly composed of Conyza canadensis, Solanum nigrum, Achyranthes bidentata, Sonchus arvensis, Polygonum perfoliatum, Phytolacca acinosa, Polygonum hydropiper, Digitaria sanguinalis, Setaria viridis, Arthraxon hispidus, Acalypha australis, Oxalis corniculata, Rubus parvifolius, Rubus hirsutus, Duchesnea indica, Cyperus rotundus, Clinopodium chinense, Bidens pilosa, Gynura crepidioides, Pteris multifida, Rosa multiflora var. cathayensis, etc. Various weeds are mostly distributed in communities. The dominant weed communities are Conyza canadensis, Solanum nigrum, Achyranthes bidentata, Sonchus arvensis, Polygonum perfoliatum, Phytolacca acinosa, Polygonum hydropiper, Digitaria sanguinalis, Setaria viridis, Clinopodium chinense, Oxalis corniculata, and most of the weed species are in the middle and late stages of vigorous growth.
[0144] The plant control effect of the herbicide composition on weeds was investigated 15 days after treatment. In each plot, 0.25 m 2 The remaining number of weed plants was investigated, and the formula for calculating the plant control effect is:
[0145]
[0146] Table 11 Control effect of herbicide formulations on weeds in citrus orchard (plant control effect % 15 days after treatment)
[0147]
[0148]
[0149] Example 7
[0150] Through indoor pot experiments, clarify the combined effect of the composition on weeds.
[0151] The weed cultivation method is as follows: Quantitative weed seeds of Abutilon theophrasti and Setaria viridis are sown separately in paper cups with a diameter of 7 cm filled with nutrient soil. After sowing, cover the soil, compact it, and water it, then cultivate in a greenhouse. When the gramineous weeds grow to the 5-7 leaf stage and the broad-leaved weeds grow to the 6-8 leaf stage, conduct foliar spraying treatment. The test is set with 3 replicates. After the treatment, wait for the liquid medicine to dry naturally, place it in the greenhouse and manage it according to the conventional method. According to the inhibition or death of weeds, conduct visual control effect investigation 30 days after treatment.
[0152] The present invention uses the Gowing method to evaluate the combined effect of the proposed composition.
[0153]
[0154] In the formula:
[0155] X—Weed control efficacy when the dosage of herbicide component A is P;
[0156] Y—Weed control efficacy when the dosage of herbicide component B is Q;
[0157] E0—Theoretical control efficacy when the dosage of herbicide component A is P + Theoretical control efficacy when the dosage of herbicide component B is Q;
[0158] E—Measured control efficacy after mixing herbicide component A and herbicide component B in the above ratio.
[0159] When E - E0 > 10%, it is a synergistic effect; when E - E0 < -10%, it is an antagonistic effect; when the value of E - E0 is between ±10%, it is an additive effect.
[0160] Table 12 Joint action of compound A1 and B on weeds
[0161]
[0162]
[0163] Table 13 Joint action of compound A2 and B on weeds
[0164]
[0165]
[0166] Table 14 Joint action of compound A3 and B on weeds
[0167]
[0168]
[0169] The test results (Table 12, Table 13, Table 14) show that when compound A1, A2 and A3 are mixed with B8, B9, B10 and B11 respectively, obvious synergistic effects are shown.
[0170] Example 8 Apply the herbicide involved in the present invention in no-till soybean fields for weed control.
[0171] The test plot is in Taigu County, Shanxi Province. The terrain of the test plot is flat. The main weed communities in the field are sorghum, barnyard grass, green foxtail, lamb's-quarters, redroot amaranth, abutilon, wormwood, hemp sesbania, field bindweed, prickly sida, etc. Various weeds are mostly distributed in communities. Most of the weed species are in the vigorous growth period, and the average plant height is about 40 - 60 cm.
[0172] Investigate the plant control efficacy of the herbicide composition on weeds 15 days after treatment. Investigate 0.25 m in each plot 2The calculation formula for the number of remaining weed plants and the control effect of plants:
[0173] Table 15 Control effect of herbicides on weeds in no-till soybean fields (plant control effect % 30 days after treatment)
[0174]
[0175]
[0176] Example 9
[0177] Through indoor pot experiments, the combined effect of the composition on weeds was clarified.
[0178] The weed cultivation method is as follows: Quantitative weed seeds, Abutilon theophrasti and Setaria viridis, are sown separately in paper cups with a diameter of 7 cm filled with nutrient soil. After sowing, cover the soil, compact it, and water it, then cultivate in a greenhouse. When the gramineous weeds grow to the 5-7 leaf stage and the broad-leaved weeds grow to the 6-8 leaf stage, conduct foliar spray treatment. The experiment is set with 3 replicates. After the treatment, wait for the liquid medicine to dry naturally, place it in the greenhouse and manage it according to the conventional method. According to the inhibition or death of weeds, conduct visual control effect investigation 30 days after treatment.
[0179] The present invention uses the Gowing method to evaluate the combined effect of the proposed composition.
[0180]
[0181] In the formula:
[0182] X - Weed control effect when the dosage of herbicide component A is P;
[0183] Y - Weed control effect when the dosage of herbicide component B is Q;
[0184] E0 - Theoretical control effect when the dosage of herbicide component A is P + Theoretical control effect when the dosage of herbicide component B is Q;
[0185] E - Measured control effect after mixing herbicide component A and herbicide component B in the above ratio.
[0186] When E - E0 > 10%, it is a synergistic effect; when E - E0 < -10%, it is an antagonistic effect; when the value of E - E0 is between ±10%, it is an additive effect.
[0187] Table 16 Combined effect of compound A1 and B on weeds
[0188]
[0189]
[0190] Table 17 Combined effect of compound A2 and B on weeds
[0191]
[0192]
[0193] Table 18 Combined effect of compound A3 mixed with B on weeds
[0194]
[0195]
[0196] The test results (Tables 16, 17 and 18) show that when compound A1, A2 and A3 are mixed with B12, B13, B14 and B15 respectively, significant synergistic effects are shown on Abutilon theophrasti, a broad-leaved weed, and Echinochloa crusgalli, a gramineous weed.
[0197] Example 10 Apply the herbicide involved in the present invention to the idle land in the citrus orchard to control unwanted vegetation.
[0198] The test plot is in Meijia Village, Shuanggang Sub-district, Kecheng District, Quzhou City, Anhui Province. The terrain is flat and the soil type is paddy soil. The field weed community is mainly composed of Conyza canadensis, Solanum nigrum, Achyranthes bidentata, Sonchus arvensis, Polygonum perfoliatum, Phytolacca acinosa, Polygonum hydropiper, Digitaria sanguinalis, Setaria viridis, Arthraxon hispidus, Acalypha australis, Oxalis corniculata, Rubus parvifolius, Rubus hirsutus, Duchesnea indica, Cyperus rotundus, Clinopodium chinense, Bidens pilosa, Gynura crepidioides, Pteris multifida, Rosa multiflora var. cathayensis, etc. Various weeds are mostly distributed in communities. The dominant weed communities are Conyza canadensis, Solanum nigrum, Achyranthes bidentata, Sonchus arvensis, Polygonum perfoliatum, Phytolacca acinosa, Polygonum hydropiper, Digitaria sanguinalis, Setaria viridis, Clinopodium chinense, Oxalis corniculata, and most of the weed species are in the middle and late stages of vigorous growth.
[0199] Investigate the control effect of the herbicide composition on weeds 15 days after treatment. In each plot, investigate 0.25 m 2 The number of remaining weed plants. The calculation formula for the control effect of plants:
[0200] Table 19 Control effect of herbicide preparations on weeds in citrus orchard (control effect of plants 15 days after treatment %)
[0201]
[0202] Example 11
[0203] Through indoor pot experiments, clarify the combined effect of the composition on weeds.
[0204] The method for cultivating weeds is as follows: Quantities of Abutilon theophrasti and Setaria viridis weed seeds are sown separately in paper cups with a diameter of 7 cm filled with nutrient soil. After sowing, cover the soil, compact it, and water it, then cultivate in a greenhouse. When the gramineous weeds grow to the 5-7 leaf stage and the broad-leaved weeds grow to the 6-8 leaf stage, conduct stem and leaf spray treatment. The experiment is set with 3 replicates. After the treatment, wait for the liquid medicine to dry naturally, place it in the greenhouse and manage it according to the conventional method. According to the situation of weed inhibition or death, conduct a visual control effect investigation 30 days after the treatment.
[0205] The present invention uses the Gowing method to evaluate the combined effect of the proposed composition.
[0206]
[0207] In the formula:
[0208] X—the weed control effect when the dosage of herbicide component A is P;
[0209] Y—the weed control effect when the dosage of herbicide component B is Q;
[0210] E0—the theoretical control effect when the dosage of herbicide component A is P + the theoretical control effect when the dosage of herbicide component B is Q;
[0211] E—the measured control effect after mixing herbicide component A and herbicide component B in the above ratio.
[0212] When E - E0 > 10%, it is a synergistic effect; when E - E0 < -10%, it is an antagonistic effect; when the value of E - E0 is between ±10%, it is an additive effect.
[0213] Table 20 Combined effect of compound A1 and B on weeds
[0214]
[0215]
[0216] Table 21 Combined effect of compound A2 and B on weeds
[0217]
[0218]
[0219] Table 22 Combined effect of compound A3 and B on weeds
[0220]
[0221]
[0222] Example 12 Apply the herbicidal composition involved in the present invention in a no-till corn field for weed control.
[0223] The test plots were carried out in Taigu County, Shanxi Province. The terrain of the test site was flat. The main weed communities in the field were sorghum, barnyard grass, green foxtail, lamb's quarters, redroot amaranth, abutilon theophrasti, wormwood, humulus scandens, field bindweed, and salsola collina, etc. Various weeds were mostly distributed in communities, and most of the weed species were in the vigorous growth period, with an average plant height of about 40 - 60 cm.
[0224] The control effect of the herbicidal composition on weeds was investigated 15 days after treatment. In each plot, 0.25 m² was investigated for the number of residual weed plants. The formula for calculating the control effect of plant number is as follows: 2 The number of residual weed plants, and the formula for calculating the control effect of plant number is:
[0225] Table 23 Control effect of the herbicidal composition on weeds in no - tillage corn fields (control effect of plant number 30 days after treatment, %)
[0226]
Claims
1. A herbicidal composition, characterized in that: The active components of the composition are component A and component B. Component A is a compound with the structural formula I as follows; Component B is selected from isopropylammonium glyphosate, ammonium glyphosate, sodium glyphosate, potassium glyphosate; Among them, the weight ratio between component A and component B is: 1:90 to 90:1; Formula I In formula I: W is selected from S; X1 is selected from F; X2 is selected from Cl; R1 is selected from methyl; R2 is selected from methyl; R3 is selected from H; R4 is selected from H or methyl; R5 is selected from CH3CH2- or ; Or when R3 is selected from H and R4 is not selected from H, the optical isomer of the compound shown in formula I is in the S configuration or the S configuration content is greater than 60%.
2. The herbicidal composition according to claim 1, wherein: When component B is selected from isopropylammonium glyphosate, ammonium glyphosate, sodium glyphosate, potassium glyphosate, the weight ratio between component A and component B is 1:5 to 1:
90.
3. Use of the herbicidal composition according to claim 1, characterized in that: The application of the herbicidal composition in controlling gramineous weeds and broad-leaved weeds.
Citation Information
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