WO2024131834A1 - Composition herbicide et son utilisation - Google Patents

Composition herbicide et son utilisation Download PDF

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Publication number
WO2024131834A1
WO2024131834A1 PCT/CN2023/140203 CN2023140203W WO2024131834A1 WO 2024131834 A1 WO2024131834 A1 WO 2024131834A1 CN 2023140203 W CN2023140203 W CN 2023140203W WO 2024131834 A1 WO2024131834 A1 WO 2024131834A1
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component
inhibitor herbicides
glyphosate
herbicides
methyl
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PCT/CN2023/140203
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English (en)
Chinese (zh)
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崔东亮
马宏娟
杨辉斌
卢政茂
王刚
罗艳梅
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沈阳中化农药化工研发有限公司
江苏扬农化工股份有限公司
江苏优嘉植物保护有限公司
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Publication of WO2024131834A1 publication Critical patent/WO2024131834A1/fr

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  • the invention belongs to the field of agricultural herbicides and relates to a herbicide composition and application thereof.
  • the compound of general formula I has excellent herbicidal activity and can effectively control weeds of different leaf stages such as barnyard grass, foxtail grass, sedge, water sedge, crabgrass, sedge, ramie, zinnia, Amaranthus retroflexus, purslane, Xanthium sibiricum, Solanum nigrum, Cassia tora, wild watermelon seedlings, and wild soybean, and a good herbicidal effect can be obtained at a low dosage.
  • Organophosphorus herbicides especially glyphosate
  • Organophosphorus herbicides also have the following problems during use: 1.
  • Some weed populations have natural resistance to glyphosate, and require higher dosages or more times of application to completely control them, such as field bindweed and cupflower of the Convolvulaceae family, horsetail of the Equisetaceae family, Amaranthus scabra of the Amaranthus genus, some leguminous weeds, ferns, weeds that reproduce underground, bamboos and some shrubs; 2.
  • the emergence of resistant weeds has brought great challenges to the use of glyphosate.
  • the object of the present invention is to provide a herbicidal composition and application thereof.
  • a herbicidal composition wherein the active components of the composition are component A and component B, wherein component A is a compound having the following structural formula I; component B is selected from glufosinate, refined glufosinate, and salts of refined glufosinate; glyphosate, salts of glyphosate, or esters of glyphosate; formulations of protoporphyrinogen oxidase (PPO) inhibitor herbicides, acetyl coenzyme A carboxylase (ACCase) inhibitor herbicides, acetolactate synthase (ALS) inhibitor herbicides, photosynthesis inhibitor herbicides, and dinitrotoluidine herbicides.
  • component A is a compound having the following structural formula I
  • component B is selected from glufosinate, refined glufosinate, and salts of refined glufosinate
  • glyphosate salts of glyphosate
  • esters of glyphosate esters of glypho
  • Protoporphyrinogen oxidase (PPO) inhibitor herbicides acetolactate synthase (ALS) inhibitor herbicides, hormone herbicides, photosynthesis inhibitor herbicides; amide herbicides, photosynthesis inhibitor herbicides, hydroxyphenylpyruvate dioxidase (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;
  • W is selected from O or S
  • X1 is selected from H or F
  • X 2 is selected from halogen, CN, CONH 2 or CSNH 2 ;
  • R1 is selected from methyl or ethyl
  • R2 is selected from methyl or ethyl
  • R3 is selected from H or methyl
  • R 4 is selected from H or C 1 -C 3 alkyl
  • component A is a compound represented by formula I, wherein:
  • W is selected from O or S
  • X1 is selected from H or F
  • X2 is selected from Cl, Br or CN;
  • R1 is selected from methyl
  • R2 is selected from methyl
  • R3 is selected from H or methyl
  • R4 is selected from H, methyl, ethyl or isopropyl
  • R 5 is selected from CH 3 CH 2 -, CH 3 CH 2 CH 2 -, (CH 3 ) 2 CH-, CH 3 CH 2 CH 2 CH 2 -, (CH 3 ) 2 CHCH 2 -, CH 3 CH 2 CH (CH 3 )-, (CH 3 ) 3 C-, CH 3 CH 2 CH 2 CH 2 CH 2 -, (CH 3 ) 2 CHCH 2 CH 2 -, (CH 3 ) 3 CCH 2 -, CH 3 CH 2 CH(CH 3 )CH 2 -, CH 3 CH 2 CH 2 CH(CH 3 )-, CH 3 CH 2 C(CH 3 ) 2 -, ClCH 2 CH 2 -, ClCH 2 CH 2 CH 2 -, CH 3 ClCHCH 2 -, CH 2 Cl(CH 3 )CH-, ClCH 2 CH 2 CH 2 CH 2 -, CH 3 ClCHCH 2 -, CH 2 Cl(CH 3 )CH-, ClCH 2 CH 2 CH 2 CH 2 -, CH 3 ClCHCHCH 2 -, CH 2 Cl(CH 3
  • the active component B is selected from glufosinate-ammonium, refined glufosinate-ammonium, an organic salt of refined glufosinate-ammonium, or an inorganic salt of refined glufosinate-ammonium;
  • the active component B is selected from glyphosate, organic salts of glyphosate, inorganic salts of glyphosate, and esters of glyphosate;
  • the active component B is selected from the group consisting of protoporphyrinogen oxidase (PPO) inhibitor herbicides such as fluazifop-butyl, fluazifop-butyl, acifluorfen-butyl, and fluazifop-butyl, or acetyl coenzyme A carboxylase (ACCase) inhibitor herbicides such as diclofenac, fluazifop-butyl, quizalofop-butyl, quizalofop-butyl, halofop-butyl, lactofop-butyl, clethodim, and sethoxydim, or acetolactate synthase (ALS) inhibitor herbicides such as imazapic, methazapic, and imazethapyr, or photosynthesis inhibitor herbicides such as bentazon, promethazine, and isothiocarb, or dinitrotoluidine herbicides such as trifluralin
  • the active component B is selected from the group consisting of protoporphyrinogen oxidase (PPO) inhibitor herbicides such as oxyfluorfen, saflufenacil, saflufenacil, and trifluoxetine, or acetolactate synthase (ALS) inhibitor herbicides such as sulfamethoxam, bensulfuron-methyl, and chlorsulfuron, or hormone herbicides such as triclopyr and its salts and esters, clofopyralid and its salts and esters, 2-Methyl-4-chloropyr and its salts and esters, 2,4-D and its salts and esters, amiloride and its salts and esters, clopyralid, and dicamba, or photosynthesis inhibitor herbicides such as diquat and its salts and esters, diuron, promethazine, and hexazinone.
  • PPO protoporphyrinogen oxidase
  • ALS ace
  • the active component B is selected from the group consisting of amide herbicides such as alachlor, acetochlor, isopropylamine, isopropylamine, isopropylamine, butachlor, or photosynthesis inhibitor herbicides such as atrazine, terbuthylazine, simazine, ametryn, promethazine, cyanazine, bromoxynil, amitriptyline, metribuzin, or hydroxyphenylpyruvate dioxygenase (HPPD) inhibitor herbicides such as mesotrione, cyproconazole, benzathine, isoxathiocarb, or cell division inhibitor herbicide flufenacet, or acetolactate synthase (ALS) inhibitor herbicides such as thifensulfuron-methyl, thiamethoxam, sulfamethoxam, bispyribac, nicosulfuron, foramsulfuron, and flufen
  • component A is a compound represented by formula I, wherein:
  • W is selected from S
  • X 1 is selected from F
  • X2 is selected from Cl
  • R1 is selected from methyl
  • R2 is selected from methyl
  • R3 is selected from H or methyl
  • R4 is selected from H or methyl
  • R 5 is selected from CH 3 CH 2 -, CH 3 CH 2 CH 2 -, (CH 3 ) 2 CH-, CH 3 CH 2 CH 2 CH 2 -, (CH 3 ) 2 CHCH 2 -, CH 3 CH 2 CH (CH 3 )-, (CH 3 ) 3 C-, CH 3 CH 2 CH 2 CH 2 CH 2 -, (CH 3 ) 2 CHCH 2 CH 2 -, (CH 3 ) 3 CCH 2 -, CH 3 CH 2 CH(CH 3 )CH 2 -, CH 3 CH 2 CH 2 CH(CH 3 )-, CH 3 CH 2 C(CH 3 ) 2 -, ClCH 2 CH 2 -, ClCH 2 CH 2 CH 2 -, CH 3 ClCHCH 2 -, CH 2 Cl(CH 3 )CH-, ClCH 2 CH 2 CH 2 CH 2 -, CH 3 ClCHCH 2 -, CH 2 Cl(CH 3 )CH-, ClCH 2 CH 2 CH 2 CH 2 -, CH 3 ClCHCHCH 2 -, CH 2 Cl(CH 3
  • optical isomer of the compound represented by formula I is S configuration or the content of S configuration is greater than 60%;
  • the component B is selected from glufosinate ammonium, refined glufosinate ammonium, refined glufosinate ammonium salt, and refined glufosinate sodium salt;
  • the component B is selected from glyphosate acid, glyphosate isopropylamine salt, glyphosate ammonium salt, glyphosate sodium salt, glyphosate potassium salt, glyphosate dimethylamine salt, glyphosate ethylenediamine salt;
  • the component B is selected from one or two of the protoporphyrinogen oxidase (PPO) inhibitor herbicides such as fomesafen and fluazifop-butyl, or the acetyl-CoA carboxylase (ACCase) inhibitor herbicides such as fluazifop-butyl, quizalofop-butyl, flupyralid, and clethodim, or the acetolactate synthase (ALS) inhibitor herbicides such as imazamox and imazethapyr, or the photosynthesis inhibitor herbicides such as bentazone and clomazone, or the dinitrotoluidine herbicide trifluralin;
  • PPO protoporphyrinogen oxidase
  • ACCase acetyl-CoA carboxylase
  • ALS acetolactate synthase
  • the component B is selected from the group consisting of protoporphyrinogen oxidase (PPO) inhibitor herbicides oxyfluorfen and saflufenacil, acetolactate synthase (ALS) inhibitor herbicides sulfamethoxam, hormone herbicides triclopyr, triclopyr butoxyethyl, clofopyr, clofopyr isooctyl, 2-Methyl-4-chloro-sodium, 2,4-D, amiloride, amiloride potassium salt, clopyralid, dicamba, and photosynthesis inhibitor herbicides diquat, diuron, and hexazinone.
  • PPO protoporphyrinogen oxidase
  • ALS acetolactate synthase
  • the component B is selected from the group consisting of amide herbicides such as acetochlor, isopropyl metolachlor, and S-isopropyl metolachlor, or photosynthesis inhibitor herbicides such as atrazine, terbuthylazine, bromoxynil, amitriptyline, and metribuzin, or hydroxyphenylpyruvate dioxygenase (HPPD) inhibitor herbicides such as mesotrione, cyproconazole, benzathine, and isoxathiocarb, or cell division inhibitor herbicides such as flufenacet, or acetolactate synthase (ALS) inhibitor herbicides such as thifensulfuron-methyl, thiamethoxam, sulfamethoxam, bispyribac, nicosulfuron, and fluazifop-butyl.
  • amide herbicides such as acetochlor, isopropy
  • component B is selected from glufosinate ammonium, refined glufosinate ammonium, refined glufosinate ammonium salt, and refined glufosinate sodium salt; the weight ratio between component A and component B is 1:5 to 1:40.
  • component B is selected from glyphosate acid, glyphosate isopropylamine salt, glyphosate ammonium salt, glyphosate sodium salt, glyphosate potassium salt, glyphosate dimethylamine salt, glyphosate ethylenediamine salt; the weight ratio between component A and component B is 1:5 to 1:90.
  • the component B is selected from one or two of the protoporphyrinogen oxidase (PPO) inhibitor herbicides fomesulfuron and fluazifop-butyl, or the acetyl-CoA carboxylase (ACCase) inhibitor herbicides fluazifop-butyl, quizalofop-butyl, flupyralid, and sethoxydim, or the acetolactate synthase (ALS) inhibitor herbicides methoxyfen-methyl and imazethapyr, or the photosynthesis inhibitor herbicides bentazon and clomazone, or the dinitrotoluidine herbicide trifluralin
  • PPO protoporphyrinogen oxidase
  • ACCase acetyl-CoA carboxylase
  • ALS acetolactate synthase
  • component B is selected from one or two of the protoporphyrinogen oxidase (PPO) inhibitor herbicides oxyfluorfen and saflufenacil, the acetolactate synthase (ALS) inhibitor herbicide sulfamethoxam, the hormone herbicide triclopyr, triclopyr butoxyethyl, clofopyr, clofopyr isooctyl, 2-Methyl-4-chloro-sodium, 2,4-D, amiloride, amiloride potassium salt, clopyralid, dicamba, and the photosynthesis inhibitor herbicides diquat, diuron, and hexazinone, the weight ratio between component A and component B is (1-40):(40-1).
  • PPO protoporphyrinogen oxidase
  • ALS acetolactate synthase
  • the component B is selected from one or two of the amide herbicides acetochlor, isopropyl metolachlor, and S-isopropyl metolachlor, or the photosynthesis inhibitor herbicides: atrazine, terbuthylazine, bromoxynil, amitriptyline, and metribuzin, or the hydroxyphenylpyruvate dioxygenase (HPPD) inhibitor herbicides mesotrione, cyproconazole, benzathine, and isoxathiocarb, or the cell division inhibitor herbicide flufenacet, or the acetolactate synthase (ALS) inhibitor herbicides thifensulfuron-methyl, thiamethoxam, sulfamethoxam, bispyribac, nicosulfuron, and fluazifop-butyl, the weight ratio between component A and component B is 1:1 to 1:40.
  • HPPD hydroxyphenyl
  • component B is selected from glufosinate ammonium, refined glufosinate ammonium, refined glufosinate ammonium salt, and refined glufosinate sodium salt; the weight ratio between component A and component B is 1:5 to 1:10.
  • component B is selected from glyphosate acid, glyphosate isopropylamine salt, glyphosate ammonium salt, glyphosate sodium salt, glyphosate potassium salt, glyphosate dimethylamine salt, glyphosate ethylenediamine salt; the weight ratio between component A and component B is 1:5 to 1:10.
  • the component B is selected from one or two of the protoporphyrinogen oxidase (PPO) inhibitor herbicides such as fluazifop-butyl and fluazifop-butyl, or the acetyl-CoA carboxylase (ACCase) inhibitor herbicides such as fluazifop-butyl, quizalofop-butyl, flupyralid and sethoxydim, or the acetolactate synthase (ALS) inhibitor herbicides such as imazamox and imazethapyr, or the photosynthesis inhibitor herbicides such as bentazone and isoxazolidinone, or the dinitrotoluidine herbicide trifluralin, the weight ratio between the component A and the component B is 1:1 to 1:10.
  • PPO protoporphyrinogen oxidase
  • ACCase acetyl-CoA carboxylase
  • ALS acetolactate synthase
  • the component B is selected from one or two of the protoporphyrinogen oxidase (PPO) inhibitor herbicides oxyfluorfen and saflufenacil, the acetolactate synthase (ALS) inhibitor herbicide sulfamethoxam, the hormone herbicide triclopyr, triclopyr butoxyethyl, clofopyr, clofopyr isooctyl, 2-Methyl-4-chloro-sodium, 2,4-D, amiloride, amiloride potassium salt, clopyralid, dicamba, and the photosynthesis inhibitor herbicides diquat, diuron, and hexazinone, the weight ratio between component A and component B is (1-5):(5-1).
  • PPO protoporphyrinogen oxidase
  • ALS acetolactate synthase
  • the component B is selected from one or two of the amide herbicides acetochlor, isopropyl metolachlor, and S-isopropyl metolachlor, or the photosynthesis inhibitor herbicides: atrazine, terbuthylazine, bromoxynil, amitriptyline, and metribuzin, or the hydroxyphenylpyruvate dioxygenase (HPPD) inhibitor herbicides mesotrione, cyproconazole, benzathine, and isoxathiocarb, or the cell division inhibitor herbicide flufenacet, or the acetolactate synthase (ALS) inhibitor herbicides thifensulfuron-methyl, thiamethoxam, sulfamethoxam, bispyribac, nicosulfuron, and fluazifop-butyl, the weight ratio between component A and component B is 1:1 to 1:10.
  • Halogen refers to fluorine, chlorine, bromine, and iodine.
  • Alkyl refers to a straight chain or branched form, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, and n-hexyl.
  • Haloalkyl refers to a group in which an alkyl group is substituted by one or more halogen atoms, such as chloroethyl, trifluoromethyl, and the like.
  • Cycloalkyl refers to a cyclic chain form, such as cyclopropyl, methylcyclopropyl, cyclopropylcyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl.
  • Alkenyl refers to a straight chain or branched alkenyl, such as 1-propenyl, 2-propenyl, butenyl, pentenyl, and hexenyl. When the compound substituent is an alkenyl, it also includes Z- or E-type configurational isomers formed when different atoms are connected to both sides of the carbon-carbon double bond.
  • Alkynyl refers to a straight chain or branched alkynyl, such as 1-propynyl, 2-propynyl, butynyl, pentynyl, and hexynyl.
  • Alkoxy refers to a group with an oxygen atom attached to the end of the alkyl group, such as methoxy, ethoxy, n-propoxy, isopropoxy, tert-butoxy, etc.
  • Alkylthio refers to a group with a sulfur atom attached to the end of the alkyl group, such as methylthio, ethylthio, n-propylthio, isopropylthio, tert-butylthio, etc.
  • Alkylsulfinyl refers to a group with a sulfinyl group attached to the end of the alkyl group, such as methylsulfinyl, ethylsulfinyl, isopropylsulfinyl, tert-butylsulfinyl, etc.
  • Alkylsulfonyl refers to a group with a sulfonyl group attached to the end of the alkyl group, such as methylsulfonyl, ethylsulfonyl, isopropylsulfonyl, tert-butylsulfonyl, etc.
  • 5-7 membered aliphatic heterocyclic ring containing 1-4 heteroatoms refers to a 5-7 membered heterocyclic compound without aromatic characteristics containing 1-4 heteroatoms, such as ethylene oxide, tetrahydrofuran, imidazolidinone, caprolactam, etc.
  • the 5-7 membered aromatic heterocycle containing 1-4 heteroatoms refers to a 5-7 membered heterocyclic compound containing 1-4 heteroatoms and having aromatic characteristics, such as furan, thiophene, pyridine and the like.
  • the herbicide of the present invention is applied to the site where the undesirable vegetation exists, specifically, it can be applied to the site where the undesirable vegetation exists, or to the burning before crop planting or before seedling emergence after sowing, and the post-emergence treatment of tolerant and non-tolerant crops.
  • the herbicide is applied to non-cultivated land, orchards, rubber plantations, idle cultivated land, rubber plantations, eucalyptus forests, fir forests, forests, firebreaks, lawns, railways, highways, airports and warehouses.
  • the tolerant and non-tolerant crops are selected from rice, corn, legumes, rapeseed, vegetables, cotton, sugar beet, small grains, soybeans, peanuts, sugar cane, sunflowers, cultivated crops, woody plants.
  • the orchards include apple orchards, peach orchards, vineyards, pear orchards, tea orchards, mulberry orchards, and citrus orchards.
  • the undesirable vegetation includes grass weeds, broadleaf weeds, sedge weeds, algae, ferns, and woody shrubs.
  • the two active ingredients of the herbicidal composition of the present invention have a very obvious synergistic effect, thereby reducing the amount of each active ingredient;
  • the herbicidal composition of the present invention utilizes the complementarity of different action mechanisms, has both contact and systemic properties, increases adaptability to adverse environments such as field drought and low temperature, accelerates the reaction speed, and kills weeds more thoroughly;
  • the herbicidal composition of the present invention extends the suitable period for application, especially for broad-leaved weeds with larger leaf ages, and the sustained inhibition and control effects are enhanced;
  • the herbicidal composition of the present invention has a high control effect on certain glyphosate-resistant weeds such as Erigeron dactylon, Cynodon dactylon, and Glechoma longituba;
  • the herbicidal composition of the present invention can be used for stem and leaf spraying to prevent most weeds in non-cultivated land, orchards, idle cultivated land, rubber plantations, eucalyptus forests, forests, firebreaks, lawns, railways, highways, airports and warehouses.
  • the synergistic effect of the herbicidal composition of the present invention on grass weeds and broadleaf weeds can be further illustrated by the following examples, but the present invention is by no means limited thereto.
  • the active components of the herbicidal composition of the present invention are component A and component B, wherein component A is compound A, and component B is glufosinate, refined glufosinate, glyphosate or its agrochemically applicable salts and esters, protoporphyrinogen oxidase (PPO) inhibitor herbicides, acetyl-CoA carboxylase (ACCase) inhibitor herbicides, acetolactate synthase (ALS) inhibitor herbicides, and acetolactate synthase (ALS) inhibitor herbicides.
  • PPO protoporphyrinogen oxidase
  • ACCase acetyl-CoA carboxylase
  • ALS acetolactate synthase
  • ALS acetolactate
  • the active components of the composition are active component A1, which is compound No. 55 in Table 1 having the structure of general formula I, A2 is compound No. 59 in Table 1, A3 is compound No. 61 in Table 1, active component B1 is glufosinate, B2 is refined glufosinate, B3 is refined glufosinate ammonium salt; B4 is glyphosate isopropylamine salt, B5 is glyphosate potassium salt, B6 is glyphosate ammonium salt, and B7 is glyphosate sodium salt; B8 is fluazifop-butyl, B9 is quizalofop-ethyl, B10 is methazacon, and B11 is bentazone; B12 is benzasulfuron, B13 is sulfamethoxam, B14 is dicamba, and B15 is diquat; B16 is terbuthion, B17 is benzathine, B18 isox
  • the specific compound in the active component A is prepared according to the patent document with application number 202180014764.4.
  • the weed cultivation method is as follows: a certain amount of weed seeds of velvetleaf and foxtail grass are sown in paper cups with a diameter of 7 cm and filled with nutrient soil, and then covered with soil, pressed, and watered before cultivation in a greenhouse. When the grass weeds grow to the 5-7 leaf stage and the broad-leaved weeds grow to the 6-8 leaf stage, the stems and leaves are sprayed, and the experiment is repeated 3 times. After the treatment, the liquid is allowed to air dry naturally, and then placed in a greenhouse and managed according to the conventional method. According to the suppression or death of the weeds, a visual inspection of the control effect is conducted 30 days after the treatment.
  • Preparation method of drug All compounds are original drugs. First, dissolve the original drugs in water or a mixed solvent of acetone and dimethylformamide (volume ratio 1:1) to prepare a mother solution of a certain concentration, and then prepare and treat the test solution according to the designed dosage of the experiment.
  • the present invention adopts the Gowing method to evaluate the combined effect of the proposed combination.
  • test results show that the compounds A1, A2 and A3, when mixed with B1, B2 and B3 respectively, showed obvious synergistic effects on the broad-leaved weed velvetleaf and the gramineous weed barnyard grass.
  • Example 2 The herbicide according to the present invention is applied to vacant land in a citrus orchard to control unwanted vegetation.
  • the test plot was located in the citrus orchard in Maiyuan Village, Hengshan Town, Longyou County, Zhejiang province, with trees aged 7-8 years.
  • the land of the test field was flat, and no other herbicides were used; there were abundant weed species, mainly broad-leaved weeds and some grass weeds.
  • the broad-leaved weeds mainly included Alternanthera philoxeroides, Asteraceae, Pinus truncatula, Aralia chinensis, Sour sauce grass, Polygonum hydropiper, Erigeron sphaerocephala, etc.; the grass weeds mainly included Cynodon dactylon, Digitaria sanguinea, and Eleocharis chinensis.
  • the weed control efficacy of the herbicide combination on weeds was investigated 15 days after treatment. The number of weeds remaining in 0.25 m2 of each plot was investigated. The weed control efficacy was calculated using the formula:
  • test results show that compounds A1, A2 and A3, when mixed with B1, B2 and B3 respectively, showed good control effects on grass weeds and broadleaf weeds in citrus orchards.
  • the weed cultivation method is as follows: a certain amount of weed seeds of velvetleaf and foxtail grass are sown in paper cups with a diameter of 7 cm and filled with nutrient soil, and then covered with soil, pressed, and watered before cultivation in a greenhouse. When the grass weeds grow to the 5-7 leaf stage and the broad-leaved weeds grow to the 6-8 leaf stage, the stems and leaves are sprayed, and the experiment is repeated 3 times. After the treatment, the liquid is allowed to air dry naturally, and then placed in a greenhouse and managed according to the conventional method. According to the suppression or death of the weeds, a visual inspection of the control effect is conducted 30 days after the treatment.
  • the present invention adopts the Gowing method to evaluate the combined effect of the proposed combination.
  • test results show that the compounds A1, A2 and A3, when mixed with B4, B5, B6 and B7, respectively, exhibited significant synergistic effects on the broad-leaved weed velvetleaf and the gramineous weed barnyard grass.
  • Example 5 The active ingredient compound A3 of the herbicide of the present invention was mixed with B4, B5, B6 and B7 respectively, and the combined effects of the following on glyphosate-resistant or -tolerant weeds were determined
  • test results show (Table 10) that the combined effect of compound A3 and compound B on the glyphosate-resistant or -tolerant weeds Erigeron sphaerocephalus and Glechoma longituba is a significant synergistic effect.
  • Example 6 The herbicide according to the present invention is applied to vacant land in a citrus orchard to control unwanted vegetation.
  • the experimental plot was located in Meijia Village, Shuanggang Street, Kecheng District, Quzhou City, Anhui province.
  • the terrain was flat and the soil type was paddy field soil.
  • the field weed community was mainly composed of Erigeron scabra, Solanum nigrum, Achyranthes bidentata, Lettuce, Radix Angelicae Pubescentis, Rhizoma Cyperi, Polygonum hydropiper, Digitaria sanguinalis, Setaria vicifolia, Herba Artemisiae Amaranthus, Physalis alkekengi, Rhizoma Cibotii, Rhizoma Cibotii, Rhizoma Cibotii, Cyperus rotundus, Campanula, Bidens pilosa, Revolutionary vegetable, Well grass, and Rosa rugosa.
  • the dominant weed community is composed of Erigeron chinense, Solanum nigrum, Achyranthes bidentata, Chrysanthemum officinale, Radix Codonopsis pilosulae, Rhizoma Cyperi, Polygonum hydropiper, Digitaria sanguinalis, Setaria vicifolia, Campanula ovata, and Physalis alkekengi. Most weed species are in the middle and late stages of vigorous growth.
  • the weed control efficacy of the herbicide combination on weeds was investigated 15 days after treatment. The number of weeds remaining in 0.25 m2 of each plot was investigated. The weed control efficacy was calculated using the formula:
  • Table 11 The control effect of herbicide formulations on weeds in citrus orchards (% control effect per plant 15 days after treatment)
  • the weed cultivation method is as follows: a certain amount of weed seeds of velvetleaf and foxtail grass are sown in paper cups with a diameter of 7 cm and filled with nutrient soil, and then covered with soil, pressed, and watered before cultivation in a greenhouse. When the grass weeds grow to the 5-7 leaf stage and the broad-leaved weeds grow to the 6-8 leaf stage, the stems and leaves are sprayed, and the experiment is repeated 3 times. After the treatment, the liquid is allowed to air dry naturally, and then placed in a greenhouse and managed according to the conventional method. According to the suppression or death of the weeds, a visual inspection of the control effect is conducted 30 days after the treatment.
  • the present invention adopts the Gowing method to evaluate the combined effect of the proposed combination.
  • test results show that compounds A1, A2 and A3 exhibited significant synergistic effects when mixed with B8, B9, B10 and B11, respectively.
  • Example 8 The herbicide of the present invention is applied to a no-till soybean field to control weeds.
  • the test plot was conducted in Taigu County, Shanxi province.
  • the test plot was flat, and the weed community in the field was mainly sorghum, barnyard grass, foxtail grass, quinoa, Amaranthus retroflexus, ramie, wormwood, humulus, field bindweed, and Salsola, etc.
  • Various weeds were mostly in groups, and most of the weed species were in a period of vigorous growth, with an average plant height of about 40 to 60 cm.
  • the weed control efficacy of the herbicide combination on weeds was investigated 15 days after treatment. The number of weeds remaining in 0.25 m2 of each plot was investigated. The weed control efficacy was calculated using the formula:
  • the weed cultivation method is as follows: a certain amount of weed seeds of velvetleaf and foxtail grass are sown in paper cups with a diameter of 7 cm and filled with nutrient soil, and then covered with soil, pressed, and watered before cultivation in a greenhouse. When the grass weeds grow to the 5-7 leaf stage and the broad-leaved weeds grow to the 6-8 leaf stage, the stems and leaves are sprayed, and the experiment is repeated 3 times. After the treatment, the liquid is allowed to air dry naturally, and then placed in a greenhouse and managed according to the conventional method. According to the suppression or death of the weeds, a visual inspection of the control effect is conducted 30 days after the treatment.
  • the present invention adopts the Gowing method to evaluate the combined effect of the proposed combination.
  • test results show that the mixture of compounds A1, A2 and A3 with B12, B13, B14 and B15, respectively, exhibited significant synergistic effects on the broad-leaved weed velvetleaf and the gramineous weed barnyard grass.
  • Example 10 The herbicide according to the present invention is applied to vacant land in a citrus orchard to control unwanted vegetation.
  • the test plot is located in Meijia Village, Shuanggang Street, Kecheng District, Quzhou City, Anhui province.
  • the terrain is flat and the soil type is paddy field soil.
  • the field weed community is mainly composed of Erigeron sibiricum, Solanum nigrum, Achyranthes bidentata, Lettuce, Radix Achyranthis Bidentatae, Lu Shang, Polygonum hydropiper, Digitaria tangutica, Setaria vicifolia, Herba Amaranthus, Physalis alkekengi, Rhizoma Atractylodis Macrocephalae, Duchesnea indica, Cyperus rotundus, Campanula, Bidens pilosa, Revolutionary vegetable, Well grass, and Rosa rugosa.
  • weeds are mostly published in communities.
  • the dominant weed community is Erigeron sibiricum, Solanum nigrum, Achyranthes bidentatae, Lettuce, Radix Achyranthis Bidentatae, Lu Shang, Polygonum hydropiper, Digitaria tangutica, Setaria vicifolia, Campanula, and Physalis alkekengi.
  • Most of the weed species are in the middle and late stages of vigorous growth.
  • the weed control efficacy of the herbicide combination on weeds was investigated 15 days after treatment. The number of weeds remaining in 0.25 m2 of each plot was investigated. The weed control efficacy was calculated using the formula:
  • the weed cultivation method is as follows: a certain amount of weed seeds of velvetleaf and foxtail grass are sown in paper cups with a diameter of 7 cm and filled with nutrient soil, and then covered with soil, pressed, and watered before cultivation in a greenhouse. When the grass weeds grow to the 5-7 leaf stage and the broad-leaved weeds grow to the 6-8 leaf stage, the stems and leaves are sprayed, and the experiment is repeated 3 times. After the treatment, the liquid is allowed to air dry naturally, and then placed in a greenhouse and managed according to the conventional method. According to the suppression or death of the weeds, a visual inspection of the control effect is conducted 30 days after the treatment.
  • the present invention adopts the Gowing method to evaluate the combined effect of the proposed combination.
  • Example 12 The herbicidal composition of the present invention is applied to a no-till corn field to control weeds.
  • the test plot was conducted in Taigu County, Shanxi province.
  • the test plot was flat, and the weed community in the field was mainly sorghum, barnyard grass, foxtail grass, quinoa, Amaranthus retroflexus, ramie, wormwood, humulus, field bindweed, and Salsola, etc.
  • Various weeds were mostly in groups, and most of the weed species were in a period of vigorous growth, with an average plant height of about 40 to 60 cm.
  • the weed control efficacy of the herbicidal composition on weeds was investigated 15 days after treatment. The number of weeds remaining in 0.25 m2 of each plot was investigated. The weed control efficacy was calculated using the formula:

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  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

La présente invention concerne une composition herbicide et son procédé d'utilisation. La composition comprend deux principes actifs A et B, le rapport pondéral du principe actif A au principe actif B étant de 1 : 90-90 : 1 ; le principe actif A est choisi parmi un composé représenté par la formule générale suivante. Des traitements par pulvérisation de tiges et de feuilles avec l'herbicide selon la présente invention peuvent être utilisés pour la lutte contre la plupart des mauvaises herbes dans des endroits tels que des terres cultivées, des terres non cultivées, des vergers, des terres cultivées en friche, des plantations de caoutchouc, des forêts d'eucalyptus, des forêts, des zones coupe-feux, des pelouses, des voies ferrées, des autoroutes, des aéroports et des entrepôts.
PCT/CN2023/140203 2022-12-21 2023-12-20 Composition herbicide et son utilisation WO2024131834A1 (fr)

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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5447904A (en) * 1992-08-24 1995-09-05 Bayer Aktiengesellschaft 3-aryl-triazine-2,4-diones
US5726126A (en) * 1995-06-02 1998-03-10 American Cyanamid Company 1-(3-heterocyclyphenyl)-S-triazine-2,6,6-oxo or thiotrione herbicidal agents
CN1341105A (zh) * 1999-02-23 2002-03-20 巴斯福股份公司 1－芳基－1,3,5－三嗪－4－硫酮－2,6－二酮,其制备和作为除草剂的用途
WO2019162702A1 (fr) * 2018-02-26 2019-08-29 AlzeCure Pharma AB Dérivés de triazine pour le traitement de maladies associées à des neurotrophines
WO2021259224A1 (fr) * 2020-06-23 2021-12-30 沈阳中化农药化工研发有限公司 Composé triazine benzoate et son application
WO2023117670A1 (fr) * 2021-12-22 2023-06-29 Syngenta Crop Protection Ag Composés herbicides de type triazine

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5447904A (en) * 1992-08-24 1995-09-05 Bayer Aktiengesellschaft 3-aryl-triazine-2,4-diones
US5726126A (en) * 1995-06-02 1998-03-10 American Cyanamid Company 1-(3-heterocyclyphenyl)-S-triazine-2,6,6-oxo or thiotrione herbicidal agents
CN1341105A (zh) * 1999-02-23 2002-03-20 巴斯福股份公司 1－芳基－1,3,5－三嗪－4－硫酮－2,6－二酮,其制备和作为除草剂的用途
WO2019162702A1 (fr) * 2018-02-26 2019-08-29 AlzeCure Pharma AB Dérivés de triazine pour le traitement de maladies associées à des neurotrophines
WO2021259224A1 (fr) * 2020-06-23 2021-12-30 沈阳中化农药化工研发有限公司 Composé triazine benzoate et son application
WO2023117670A1 (fr) * 2021-12-22 2023-06-29 Syngenta Crop Protection Ag Composés herbicides de type triazine

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