WO2024131834A1 - 一种除草组合物及其应用 - Google Patents
一种除草组合物及其应用 Download PDFInfo
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- 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
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- component
- inhibitor herbicides
- glyphosate
- herbicides
- methyl
- Prior art date
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- 239000004009 herbicide Substances 0.000 title claims abstract description 208
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 93
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- 150000001875 compounds Chemical class 0.000 claims abstract description 56
- 239000003112 inhibitor Substances 0.000 claims description 122
- 108010000700 Acetolactate synthase Proteins 0.000 claims description 68
- -1 C 1 -C 6 alkoxy Chemical group 0.000 claims description 60
- 108020001991 Protoporphyrinogen Oxidase Proteins 0.000 claims description 44
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- 239000005562 Glyphosate Substances 0.000 claims description 38
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- 230000029553 photosynthesis Effects 0.000 claims description 33
- 238000010672 photosynthesis Methods 0.000 claims description 33
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- ZBMRKNMTMPPMMK-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid;azane Chemical group [NH4+].CP(O)(=O)CCC(N)C([O-])=O ZBMRKNMTMPPMMK-UHFFFAOYSA-N 0.000 claims description 27
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- 101150065749 Churc1 gene Proteins 0.000 claims description 26
- 102100038239 Protein Churchill Human genes 0.000 claims description 26
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 25
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- 244000201986 Cassia tora Species 0.000 description 1
- 235000014552 Cassia tora Nutrition 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
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- 240000005250 Chrysanthemum indicum Species 0.000 description 1
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- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 235000014820 Galium aparine Nutrition 0.000 description 1
- 241000208818 Helianthus Species 0.000 description 1
- 235000003222 Helianthus annuus Nutrition 0.000 description 1
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- 125000002603 chloroethyl group Chemical group [H]C([*])([H])C([H])([H])Cl 0.000 description 1
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- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000006450 cyclopropyl cyclopropyl group Chemical group 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- OSUHJPCHFDQAIT-UHFFFAOYSA-N ethyl 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoate Chemical group C1=CC(OC(C)C(=O)OCC)=CC=C1OC1=CN=C(C=C(Cl)C=C2)C2=N1 OSUHJPCHFDQAIT-UHFFFAOYSA-N 0.000 description 1
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- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
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- 230000007246 mechanism Effects 0.000 description 1
- 125000006431 methyl cyclopropyl group Chemical group 0.000 description 1
- 125000006216 methylsulfinyl group Chemical group [H]C([H])([H])S(*)=O 0.000 description 1
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- 239000012046 mixed solvent Substances 0.000 description 1
- 239000010413 mother solution Substances 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 125000005981 pentynyl group Chemical group 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 235000015067 sauces Nutrition 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
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- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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- 229930192474 thiophene Natural products 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P13/00—Herbicides; Algicides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/38—Sulfur atoms
Definitions
- 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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Abstract
本发明涉及一种除草剂组合物及其应用方法,组合物为A、B两种活性成分,其中A组分和组分B的重量比为1:90~90:1;组分A选自如下通式所示的化合物,本发明除草剂茎叶喷雾处理,可用于防除耕地、非耕地、果园、闲置耕地、橡胶园、桉树林、森林、防火道、草坪、铁路、公路、机场及仓库等场所的大多数杂草。
Description
本发明属于农用除草剂领域,涉及一种除草组合物及其应用。
通式I化合物具有很好的除草活性,可以有效地控制稗草、狗尾草、异型莎草、水莎草、马唐、荩草、苘麻、百日草、反枝苋、马齿苋、苍耳、龙葵、决明、野西瓜苗、野大豆等不同叶期的杂草,在低剂量下就可以获得很好的除草效果。
任何一种除草剂的使用,都有其局限性,有机磷类除草剂,特别是草甘膦在使用过程中,也同样存在以下问题:1.部分杂草种群对草甘膦具有天然的耐药性,需要较高的用量或较多的用药次数才能彻底防除,如旋花科的田旋花和打碗花、木贼科的问荆、苋属的铁苋菜、某些豆科杂草、蕨类植物、地下部分繁殖的杂草、竹类和某些灌木等;2.抗性杂草的出现对草甘膦的使用带来了巨大的挑战。目前,尽管我国还未有正式的报道表明草甘膦抗性杂草的出现,但在某些地区已经出现了由于连年使用草甘膦,有些杂草需要很高的剂量才能防除的现象,如小飞蓬,目前已成为长江流域棉花田的优势杂草种群,牛筋草在广东、福建的蔬菜田及果园普遍发生,使用单一的很难防除。
除草剂的混用是扩大杀草谱、降低使用量和使用频率、防止抗性杂草抗性产生和防除抗性杂草的一个有效途径,因此急需一种能够替代单一草甘膦作为活性组分的复配除草剂。
发明内容
本发明的目的在于提供一种除草组合物及其应用。
为实现上述目的,本发明的技术方案如下:
一种除草组合物,组合物活性组分为组分A和组分B,组分A为具有如下结构式Ⅰ所示的化合物;组分B选自草铵膦、精草铵膦、精草铵膦的盐;草甘膦、草甘膦的盐或草甘膦的酯;制剂类原卟啉原氧化酶(PPO)抑除草剂、乙酰辅酶A羧化酶(ACCase)抑制剂类除草剂、乙酰乳酸合成酶(ALS)抑制剂类除草剂、光合作用抑制剂类除草剂、二硝基甲苯胺类除草剂;原卟啉原氧化酶(PPO)抑制剂类除草剂、乙酰乳酸合成酶(ALS)抑制剂类除草剂、激素类除草剂、光合作用抑制剂类除草剂;酰胺类除草剂、光合作用抑制剂类除草剂、羟基苯基丙酮酸双氧化酶(HPPD)抑制剂类除草剂、细胞分裂抑制剂类除草剂、乙酰乳酸合成酶(ALS)抑制剂类除草剂;其中,组分A和组分B两组分之间的重量比为:1:90~90:1;
式I中:
W选自O或S;
X1选自H或F;
X2选自卤素、CN、CONH2或CSNH2;
R1选自甲基或乙基;
R2选自甲基或乙基;
R3选自H或甲基;
R4选自H或C1-C3烷基;
R5选自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-C10卤代烷基、C1-C6烷硫基C1-C6烷基、C1-C6烷基亚磺酰基C1-C6烷基、C1-C6烷基磺酰基C1-C6烷基、(C1-C6烷基)2氨基C1-C6烷基、C3-C10环烷基、C3-C6环烷基C1-C6烷基、C3-C10卤代环烷基、C3-C6卤代环烷基C1-C6烷基、C2-C10卤代烯基、C1-C6烷氧基C2-C6烯基、C1-C6烷硫基C2-C6烯基、C1-C6烷基亚磺酰基C2-C6烯基、C1-C6烷基磺酰基C2-C6烯基、(C1-C6烷基)2氨基C2-C6烯基、C3-C10环烯基、C3-C6环烷基C2-C6烯基、C3-C6卤代环烷基C2-C6烯基、C2-C10卤代炔基、C1-C6烷氧基C2-C6炔基、C1-C6烷硫基C2-C6炔基、C1-C6烷基亚磺酰基C2-C6炔基、C1-C6烷基磺酰基C2-C6炔基、(C1-C6烷基)2氨基C2-C6炔基、C3-C10环炔基、C3-C6环烷基C2-C6炔基、C3-C6卤代环烷基C2-C6炔基、苯基、苯基C1-C6烷基、含有1-4个杂原子的5-7元脂杂环、含有1-4个杂原子的5-7元芳杂环、含有1-4个杂原子的5-7元脂杂环C1-C6烷基或含有1-4个杂原子的5-7元芳杂环C1-C6烷基,前述苯基、脂杂环、芳杂环上的氢可被一个或多个下述取代基取代,取代基选自硝基、卤素、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C3-C6环烷基、C3-C6环烷氧基、C2-C6烯基、C2-C6炔基、苯基或被一个或多个卤素取代的苯基;或R3选自H同时R4不选自H时,式I所示化合物的光学异构体。
优选,所述的除草组合物,所述组分A为式Ⅰ所示的化合物,式I中:
W选自O或S;
X1选自H或F;
X2选自Cl、Br或CN;
R1选自甲基;
R2选自甲基;
R3选自H或甲基;
R4选自H、甲基、乙基或异丙基;
R5选自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-、或如下取代基:
或R3选自H同时R4不选自H时,式I所示化合物的光学异构体;
所述活性组分B选自草铵膦、精草铵膦或精草铵膦的有机盐或精草铵膦的无机盐;
所述活性组分B选自草甘膦、草甘膦的有机盐、草甘膦的无机盐、草甘膦的酯;
所述活性组分B选自原卟啉原氧化酶(PPO)抑制剂类除草剂氟磺胺草醚、乙羧氟草醚、三氟羧草醚、丙炔氟草胺,或乙酰辅酶A羧化酶(ACCase)抑制剂类除草剂禾草灵、精吡氟禾草灵、喹禾糠酯、喹禾灵、精喹禾灵、高效氟吡甲禾灵、乳氟禾草灵、烯草酮、烯禾啶,或乙酰乳酸合成酶(ALS)抑制剂类除草剂咪草烟、甲氧咪草烟、咪唑乙烟酸,或光合作用抑制剂类除草剂灭草松、扑草净、异噁草松,或二硝基甲苯胺类除草剂氟乐灵、仲丁灵中的一种或多种;
所述活性组分B选自原卟啉原氧化酶(PPO)抑制剂类除草剂乙氧氟草醚、苯嘧磺草胺、苯嘧草唑、三氟草嗪,或乙酰乳酸合成酶(ALS)抑制剂类除草剂类甲嘧磺隆、苯磺隆、绿磺隆,或激素类除草剂三氯吡氧乙酸及其盐和酯、氯氟吡氧乙酸及其盐和酯、2甲4氯及其盐和酯、2,4-滴及其盐和酯、氨氯吡啶酸及其盐和酯、二氯吡啶酸、麦草畏,或光合作用抑制剂类除草剂敌草快及其盐和酯、敌草隆、扑草净、环嗪酮中的一种或多种。
所述活性组分B选自酰胺类除草剂甲草胺、乙草胺、异丙草胺、异丙甲草胺、精异丙甲草胺、丁草胺,或光合作用抑制剂类除草剂莠去津、特丁津、西玛津、莠灭净、扑草净、氰草津、辛酰溴苯腈、氨唑草酮、嗪草酮,或羟基苯基丙酮酸双氧化酶(HPPD)抑制剂类除草剂硝磺草酮、环磺酮、苯唑草酮、异噁唑草酮,或细胞分裂抑制剂除草剂氟噻草胺,或乙酰乳酸合成酶(ALS)抑制剂类除草剂噻吩磺隆、噻酮磺隆、砜嘧磺隆、双氟磺草胺、烟嘧磺隆、甲酰胺磺隆、唑嘧磺草胺中的一种或多种。
进一步优选,所述的除草组合物,所述组分A为式Ⅰ所示的化合物,式I中:
W选自S;
X1选自F;
X2选自Cl;
R1选自甲基;
R2选自甲基;
R3选自H或甲基;
R4选自H或甲基;
R5选自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-或如下取代基:
或R3选自H同时R4选自甲基时,式I所示化合物的光学异构体为S构型或者S构型含量大于60%;
所述组分B选自草铵膦、精草铵膦、精草铵膦铵盐、精草铵膦钠盐;
所述组分B选自草甘膦酸、草甘膦异丙胺盐、草甘膦铵盐、草甘膦钠盐、草甘膦钾盐、草甘膦二甲胺盐、草甘膦乙二胺盐;
所述组分B选自原卟啉原氧化酶(PPO)抑制剂类除草剂氟磺胺草醚、丙炔氟草胺,或乙酰辅酶A羧化酶(ACCase)抑制剂类除草剂精吡氟禾草灵、精喹禾灵、高效氟吡甲禾灵、烯草酮,或乙酰乳酸合成酶(ALS)抑制剂类除草剂甲氧咪草烟、咪唑乙烟酸,或光合作用抑制剂类除草剂灭草松、异噁草松,或二硝基甲苯胺类除草剂氟乐灵中的一种或两种;
所述组分B选自原卟啉原氧化酶(PPO)抑制剂类除草剂乙氧氟草醚和苯嘧磺草胺,乙酰乳酸合成酶(ALS)抑制剂类除草剂甲嘧磺隆,激素类除草剂三氯吡氧乙酸、三氯吡氧乙酸丁氧基乙酯、氯氟吡氧乙酸、氯氟吡氧乙酸异辛酯、2甲4氯钠、2,4-滴、氨氯吡啶酸、氨氯吡啶酸钾盐、二氯吡啶酸、麦草畏,光合作用抑制剂类除草剂敌草快、敌草隆、环嗪酮中的一种或两种。
所述组分B选自酰胺类除草剂乙草胺、异丙甲草胺、精异丙甲草胺,或光合作用抑制剂类除草剂:莠去津、特丁津、辛酰溴苯腈、氨唑草酮、嗪草酮,或羟基苯基丙酮酸双氧化酶(HPPD)抑制剂类除草剂硝磺草酮、环磺酮、苯唑草酮、异噁唑草酮,或细胞分裂抑制剂除草剂氟噻草胺、或乙酰乳酸合成酶(ALS)抑制剂类除草剂噻吩磺隆、噻酮磺隆、砜嘧磺隆、双氟磺草胺、烟嘧磺隆、唑嘧磺草胺中的一种或两种。
再进一步优选,当组分B为自草铵膦、精草铵膦、精草铵膦铵盐、精草铵膦钠盐时;所述组分A和组分B之间的重量比为1:5~1:40。
当组分B选自草甘膦酸、草甘膦异丙胺盐、草甘膦铵盐、草甘膦钠盐、草甘膦钾盐、草甘膦二甲胺盐、草甘膦乙二胺盐时;所述组分A和组分B之间的重量比为1:5~1:90。
所述组分B选自原卟啉原氧化酶(PPO)抑制剂类除草剂氟磺胺草醚、丙炔氟草胺,或乙酰辅酶A羧化酶(ACCase)抑制剂类除草剂精吡氟禾草灵、精喹禾灵、高效氟吡甲禾灵、烯草酮,或乙酰乳酸合成酶(ALS)抑制剂类除草剂甲氧咪草烟、咪唑乙烟酸,或光合作用抑制剂类除草剂灭草松、异噁草松,或二硝基甲苯胺类除草剂氟乐灵中的一种或两种时;所述组分A和组分B之间的重量比为1:1~1:40。
所述组分B选自原卟啉原氧化酶(PPO)抑制剂类除草剂乙氧氟草醚和苯嘧磺草胺,乙酰乳酸合成酶(ALS)抑制剂类除草剂甲嘧磺隆,激素类除草剂三氯吡氧乙酸、三氯吡氧乙酸丁氧基乙酯、氯氟吡氧乙酸、氯氟吡氧乙酸异辛酯、2甲4氯钠、2,4-滴、氨氯吡啶酸、氨氯吡啶酸钾盐、二氯吡啶酸、麦草畏,光合作用抑制剂类除草剂敌草快、敌草隆、环嗪酮中的一种或两种时,组分A和组分B之间的重量比为(1~40):(40~1)。
所述组分B选自酰胺类除草剂乙草胺、异丙甲草胺、精异丙甲草胺,或光合作用抑制剂类除草剂:莠去津、特丁津、辛酰溴苯腈、氨唑草酮、嗪草酮,或羟基苯基丙酮酸双氧化酶(HPPD)抑制剂类除草剂硝磺草酮、环磺酮、苯唑草酮、异噁唑草酮,或细胞分裂抑制剂除草剂氟噻草胺、或乙酰乳酸合成酶(ALS)抑制剂类除草剂噻吩磺隆、噻酮磺隆、砜嘧磺隆、双氟磺草胺、烟嘧磺隆、唑嘧磺草胺中的一种或两种时,组分A和组分B之间的重量比为1:1~1:40。
更优选,当组分B为自草铵膦、精草铵膦、精草铵膦铵盐、精草铵膦钠盐时;所述组分A和组分B之间的重量比为1:5~1:10。
当组分B选自草甘膦酸、草甘膦异丙胺盐、草甘膦铵盐、草甘膦钠盐、草甘膦钾盐、草甘膦二甲胺盐、草甘膦乙二胺盐时;所述组分A和组分B之间的重量比为1:5~1:10。
所述组分B选自原卟啉原氧化酶(PPO)抑制剂类除草剂氟磺胺草醚、丙炔氟草胺,或乙酰辅酶A羧化酶(ACCase)抑制剂类除草剂精吡氟禾草灵、精喹禾灵、高效氟吡甲禾灵、烯草酮,或乙酰乳酸合成酶(ALS)抑制剂类除草剂甲氧咪草烟、咪唑乙烟酸,或光合作用抑制剂类除草剂灭草松、异噁草松,或二硝基甲苯胺类除草剂氟乐灵中的一种或两种时;所述组分A和组分B之间的重量比为1:1~1:10。
所述组分B选自原卟啉原氧化酶(PPO)抑制剂类除草剂乙氧氟草醚和苯嘧磺草胺,乙酰乳酸合成酶(ALS)抑制剂类除草剂甲嘧磺隆,激素类除草剂三氯吡氧乙酸、三氯吡氧乙酸丁氧基乙酯、氯氟吡氧乙酸、氯氟吡氧乙酸异辛酯、2甲4氯钠、2,4-滴、氨氯吡啶酸、氨氯吡啶酸钾盐、二氯吡啶酸、麦草畏,光合作用抑制剂类除草剂敌草快、敌草隆、环嗪酮中的一种或两种时,组分A和组分B之间的重量比为(1~5):(5~1)。
所述组分B选自酰胺类除草剂乙草胺、异丙甲草胺、精异丙甲草胺,或光合作用抑制剂类除草剂:莠去津、特丁津、辛酰溴苯腈、氨唑草酮、嗪草酮,或羟基苯基丙酮酸双氧化酶(HPPD)抑制剂类除草剂硝磺草酮、环磺酮、苯唑草酮、异噁唑草酮,或细胞分裂抑制剂除草剂氟噻草胺、或乙酰乳酸合成酶(ALS)抑制剂类除草剂噻吩磺隆、噻酮磺隆、砜嘧磺隆、双氟磺草胺、烟嘧磺隆、唑嘧磺草胺中的一种或两种时,组分A和组分B之间的重量比为1:1~1:10。
一种所述的除草组合物的应用,所述除草组合物在防除杂草中的应用
上面给出的通式I化合物的定义中,汇集所用术语一般定义如下:
卤素是指氟、氯、溴、碘。烷基是指直链或支链形式,例如甲基、乙基、正丙基、异丙基、正丁基、异丁基、仲丁基、特丁基、正戊基、异戊基、正己基等基团。卤代烷基是指烷基被一个或多个卤原子取代的基团,如氯乙基、三氟甲基等。环烷基是指包括环状链形式,例如环丙基、甲基环丙基、环丙基环丙基、环丁基、环戊基、环己基等基团。烯基是指直链或支链烯基,如1-丙烯基、2-丙烯基、丁烯基、戊烯基和已烯基等基团。化合物取代基为烯基时,还包括当碳碳双键两侧连接不同原子时形成的Z式或E式的构型异构体。炔基是指直链或支链炔基,如1-丙炔基、2-丙炔基、丁炔基、戊炔基和己炔基等基团。烷氧基是指烷基末端连有氧原子的基团,例如甲氧基、乙氧基、正丙氧基、异丙氧基、特丁氧基等。烷硫基是指烷基末端连有硫原子的基团,例如甲硫基、乙硫基、正丙硫基、异丙硫基、特丁硫基等。烷基亚磺酰基是指烷基末端连有亚磺酰基的基团,例如甲亚磺酰基、乙基亚磺酰基、异丙基亚磺酰基、特丁基亚磺酰基等。烷基磺酰基是指烷基末端连有磺酰基的基团,例如甲磺酰基、乙基磺酰基、异丙基磺酰基、特丁基磺酰基等。含有1-4个杂原子的5-7元脂杂环是指含有1-4个杂原子的5-7元没有芳香特征的杂环化合物,如环氧乙烷、四氢呋喃、咪唑啉酮、己内酰胺等。含有1-4个杂原子的5-7元芳杂环是指含有1-4个杂原子的5-7元具有芳香特征的杂环化合物,如呋喃、噻吩、吡啶等。
通式I的部分化合物可以用表1中列出的具体化合物来说明,但本发明并不仅限于这些化合物。其他基团如表1所示。
表1
本发明除草剂施用存在的不希望植被的场所。具体是可以施用于不希望植被生存的场所,或作物种植前或播种后出苗前的烧荒及耐受作物及非耐受作物的苗后处理。
所述的除草剂施用于非耕地、果园、橡胶园、闲置耕地、橡胶园、桉树林、杉树林、森林、防火道、草坪、铁路、公路、机场及仓库场所。
所述耐受和非耐受作物选自水稻、玉米、豆类作物、油菜、蔬菜、棉花、甜菜、小粒谷物、大豆、花生、甘蔗、向日葵、栽培作物、木本植物。所述的果园包括苹果园、桃园、葡萄园、梨园、茶园、桑园、柑橘园。所述不希望的植被包括禾本科杂草、阔叶杂草、莎草科杂草、藻类、蕨类和木本灌木。
本发明提出的组合物具有以下优点:
1、本发明除草组合物两种活性成分之间具有非常明显的增效作用,进而降低了各活性成分的用量;
2、本发明除草组合物利用不同作用机制的互补,兼具触杀和内吸的特性,增加了对田间干旱、低温等不良环境的适应性,加快了反应速度,除草更彻底;
3、本发明除草组合物扩大了施药适期,特别对较大叶龄阔叶杂草,持续抑制和防除作用增强;
4、本发明除草组合物对某些草甘膦耐性杂草如小飞蓬、狗牙根、牛筋草等具有很高的防除效果;
5、本发明除草组合物茎叶喷雾处理,可用于防除非耕地、果园、闲置耕地、橡胶园、桉树林、森林、防火道、草坪、铁路、公路、机场及仓库等场所的大多数杂草。
本发明除草组合物对禾本科杂草和阔叶杂草的协同增效作用可通过下列实施例作进一步说明,但本发明绝非仅限于此,其中,本发明除草组合物活性组分为组分A和组分B,所述组分A为化合物A,组分B为草铵膦、精草铵膦,草甘膦或其农化上适用的盐和酯,原卟啉原氧化酶(PPO)抑制剂类除草剂、乙酰辅酶A羧化酶(ACCase)抑制剂类除草剂、乙酰乳酸合成酶(ALS)抑制剂类除草剂、光合作用抑制剂类除草剂、二硝基甲苯胺类除草剂,原卟啉原氧化酶(PPO)抑制剂类除草剂、乙酰乳酸合成酶(ALS)抑制剂类除草剂、激素类除草剂、光合作用抑制剂类除草剂种的一种或几种,酰胺类除草剂、光合作用抑制剂类除草剂、羟基苯基丙酮酸双氧化酶(HPPD)抑制剂类除草剂、细胞分裂抑制剂类除草剂、乙酰乳酸合成酶(ALS)抑制剂类除草剂。活性组分以有效含量计算。
生物活性测定实施例
生测实例中,组合物活性组分为活性组分A1为具有通式I结构的表1中55号化合物,A2为表1中59号化合物,A3为表1中61号化合物,活性组分B1为草铵膦,B2为精草铵膦,B3为精草铵膦铵盐;B4为草甘膦异丙胺盐,B5为草甘膦钾盐,B6为草甘膦铵盐,B7为草甘膦钠盐;B8为丙炔氟草胺,B9为精喹禾灵,B10为甲氧咪草烟、B11为灭草松;B12为苯嘧磺草胺,B13为甲嘧磺隆,B14为麦草畏、B15为敌草快;B16为特丁津,B17为苯唑草酮,B18为异噁唑草酮、B19为烟嘧磺隆。
且,活性组分A中具体化合物按照申请号为202180014764.4专利文献记载进行制备获得。
实施例1
通过室内盆栽试验,明确组合物不同批次试验下对杂草的联合作用(表1-表3)。
杂草培养方法为:将定量的杂草种子苘麻和狗尾草分别播于直径为7cm的装有营养土的纸杯中,播后覆土、镇压、淋水后在温室培养。禾本科杂草长至5~7叶期、阔叶杂草6~8叶期,茎叶喷雾处理,试验设3次重复。处理待药液自然风干,放于温室内按常规方法管理,根据杂草受抑制或死亡的情况,于处理后30天,进行目测防效调查。
药剂配制方法:化合物均为原药,先用水或丙酮和二甲基甲酰胺的混合溶剂(体积比1:1)将原药溶解,配制成一定浓度的母液,然后按试验设计剂量配制处理待测液。
本发明采用Gowing法对提出的组合物的联合作用进行评价。
理论值
式中:
X—除草剂组分A用量为P时的杂草防效;
Y—除草剂组分B用量为Q时的杂草防效;
E0—混剂(A+B)用量为P+Q时的理论防效;
E—除草剂组分A与除草剂组分B按上述比例混用后的实测防效。
当E-E0>10%时,为增效作用;当E-E0<-10%时,为拮抗作用;当E-E0值介于±10%时,为加成作用。
表1化合物A1与B混用对杂草的联合作用
表2化合物A2与B混用对杂草的联合作用
表3化合物A3与B混用对杂草的联合作用
试验结果(表1、表2和表3)表明,化合物A1、A2和A3分别与B1、B2和B3混用,对阔叶杂草苘麻和禾本科杂草稗草均表现出明显的增效作用。
实施例2在柑橘园空闲地施用本发明涉及的除草剂,用于控制不希望的植被。
试验地块在浙江省龙游县横山镇脉元村柑橘园,树龄7-8年。试验田土地平整,未使用其他除草剂;杂草种类丰富,以阔叶杂草为主、禾本科杂草部分发生,阔叶杂草主要有空心莲子草、赛葵、马松子、紫金钻宛、酸酱草、辣蓼、小飞蓬等;禾本科杂草主要有狗牙根、马唐、和牛筋草等。
于处理后15天调查除草剂组合物对杂草的株防效,每小区调查0.25m2杂草残留株数,株防效计算公式:
表4组合物对柑橘园杂草的防效(处理后15天,目测%)
表5组合物对柑橘园杂草的防效(处理后15天,目测%)
表6组合物对柑橘园杂草的防效(处理后15天,目测%)
试验结果(表4、表5和表6)表明,化合物A1、A2和A3分别与B1、B2和B3混用,对柑橘园的禾本科杂草和阔叶杂草均表现良好的防效。
实施例4
通过室内盆栽试验,明确组合物对杂草的联合作用(表7-表9)。
杂草培养方法为:将定量的杂草种子苘麻和狗尾草分别播于直径为7cm的装有营养土的纸杯中,播后覆土、镇压、淋水后在温室培养。禾本科杂草长至5~7叶期、阔叶杂草6~8叶期,茎叶喷雾处理,试验设3次重复。处理待药液自然风干,放于温室内按常规方法管理,根据杂草受抑制或死亡的情况,于处理后30天,进行目测防效调查。
本发明采用Gowing法对提出的组合物的联合作用进行评价。
理论值
式中:
X—除草剂组分A用量为P时的杂草防效;
Y—除草剂组分B用量为Q时的杂草防效;
E0—除草剂组分A用量为P时的理论防效+除草剂组分B用量为Q时的理论防效;
E—除草剂组分A与除草剂组分B按上述比例混用后的实测防效。
当E-E0>10%时,为增效作用;当E-E0<-10%时,为拮抗作用;当E-E0值介于±10%时,为加成作用。
表7化合物A1与B混用对杂草的联合作用
表8化合物A2与B混用对杂草的联合作用
表9化合物A3与B混用对杂草的联合作用
试验结果(表7、表8和表9)表明,化合物A1、A2和A3分别与B4、B5、B6和B7混用,对阔叶杂草苘麻和禾本科杂草稗草均表现出明显的增效作用。
实施例5采用本发明除草剂活性组分化合物A3分别与B4、B5、B6和B7混用,复配对下述对草甘膦抗性或耐性杂草联合作用的测定
根据前期研究结果,本试验靶标采自湖南常德的小飞蓬和采自广东惠州的牛筋草对草甘膦具有一定的抗性或耐药性。
表10化合物A3与B混用对具草甘膦抗性或耐性杂草的联合作用
试验结果表明(表10),化合物A3与B混用,对草甘膦抗性或耐性杂草小飞蓬和牛筋草的联合作用为明显的增效作用。
实施例6在柑橘园空闲地施用本发明涉及的除草剂,用于控制不希望的植被。
试验地块在安徽省衢州市柯城区双港街道梅家村,地势平坦,土壤类型为稻田土。田间杂草群落主要由小飞蓬、龙葵、牛膝、苣卖菜、杠板归、陆商、辣蓼、马唐、狗尾草、荩草、铁苋菜、酸浆草、茅莓、蓬蘽、蛇莓、莎草、风轮草、鬼针草、革命菜、井边草、粉团蔷薇
等组成。各种杂草多呈群落公布。优势杂草群落是小飞蓬、龙葵、牛膝、苣卖菜、杠板归、陆商、辣蓼、马唐、狗尾草、风轮草、酸浆草,杂草多数种类处于生长旺盛的中后期。
于处理后15天调查除草剂组合物对杂草的株防效,每小区调查0.25m2杂草残留株数,株防效计算公式:
表11除草剂制剂对柑橘园杂草的防效(处理后15天株防效%)
实施例7
通过室内盆栽试验,明确组合物对杂草的联合作用。
杂草培养方法为:将定量的杂草种子苘麻和狗尾草分别播于直径为7cm的装有营养土的纸杯中,播后覆土、镇压、淋水后在温室培养。禾本科杂草长至5~7叶期、阔叶杂草6~8叶期,茎叶喷雾处理,试验设3次重复。处理待药液自然风干,放于温室内按常规方法管理,根据杂草受抑制或死亡的情况,于处理后30天,进行目测防效调查。
本发明采用Gowing法对提出的组合物的联合作用进行评价。
理论值
式中:
X—除草剂组分A用量为P时的杂草防效;
Y—除草剂组分B用量为Q时的杂草防效;
E0—除草剂组分A用量为P时的理论防效+除草剂组分B用量为Q时的理论防效;
E—除草剂组分A与除草剂组分B按上述比例混用后的实测防效。
当E-E0>10%时,为增效作用;当E-E0<-10%时,为拮抗作用;当E-E0值介于±10%时,为加成作用。
表12化合物A1与B混用对杂草的联合作用
表13化合物A2与B混用对杂草的联合作用
表14化合物A3与B混用对杂草的联合作用
试验结果(表12,表13,表14)表明,化合物A1、A2和A3分别与B8、B9、B10和B11混用均表现出明显的增效作用。
实施例8在免耕大豆田施用本发明涉及的除草剂,用于杂草的防除。
试验地块在山西省太谷县进行,试验地地势平坦,田间杂草群落主要高粱、稗草、狗尾草、藜、反枝苋、苘麻、蒿草、葎草、田旋花、猪毛菜等。各种杂草多呈群落公布,杂草多数种类处于生长旺盛的期,平均株高约40~60厘米。
于处理后15天调查除草剂组合物对杂草的株防效,每小区调查0.25m2杂草残留株数,株防效计算公式:
表15除草剂对免耕大豆田杂草的防效(处理后30天株防效%)
实施例9
通过室内盆栽试验,明确组合物对杂草的联合作用。
杂草培养方法为:将定量的杂草种子苘麻和狗尾草分别播于直径为7cm的装有营养土的纸杯中,播后覆土、镇压、淋水后在温室培养。禾本科杂草长至5~7叶期、阔叶杂草6~8叶期,茎叶喷雾处理,试验设3次重复。处理待药液自然风干,放于温室内按常规方法管理,根据杂草受抑制或死亡的情况,于处理后30天,进行目测防效调查。
本发明采用Gowing法对提出的组合物的联合作用进行评价。
理论值
式中:
X—除草剂组分A用量为P时的杂草防效;
Y—除草剂组分B用量为Q时的杂草防效;
E0—除草剂组分A用量为P时的理论防效+除草剂组分B用量为Q时的理论防效;
E—除草剂组分A与除草剂组分B按上述比例混用后的实测防效。
当E-E0>10%时,为增效作用;当E-E0<-10%时,为拮抗作用;当E-E0值介于±10%时,为加成作用。
表16化合物A1与B混用对杂草的联合作用
表17化合物A2与B混用对杂草的联合作用
表18化合物A3与B混用对杂草的联合作用
试验结果(表16、表17和表18)表明,化合物A1、A2和A3分别与B12、B13、B14和B15混用,对阔叶杂草苘麻和禾本科杂草稗草均表现出明显的增效作用。
实施例10在柑橘园空闲地施用本发明涉及的除草剂,用于控制不希望的植被。
试验地块在安徽省衢州市柯城区双港街道梅家村,地势平坦,土壤类型为稻田土。田间杂草群落主要由小飞蓬、龙葵、牛膝、苣卖菜、杠板归、陆商、辣蓼、马唐、狗尾草、荩草、铁苋菜、酸浆草、茅莓、蓬蘽、蛇莓、莎草、风轮草、鬼针草、革命菜、井边草、粉团蔷薇等组成。各种杂草多呈群落公布。优势杂草群落是小飞蓬、龙葵、牛膝、苣卖菜、杠板归、陆商、辣蓼、马唐、狗尾草、风轮草、酸浆草,杂草多数种类处于生长旺盛的中后期。
于处理后15天调查除草剂组合物对杂草的株防效,每小区调查0.25m2杂草残留株数,株防效计算公式:
表19除草剂制剂对柑橘园杂草的防效(处理后15天株防效%)
实施例11
通过室内盆栽试验,明确组合物对杂草的联合作用。
杂草培养方法为:将定量的杂草种子苘麻和狗尾草分别播于直径为7cm的装有营养土的纸杯中,播后覆土、镇压、淋水后在温室培养。禾本科杂草长至5~7叶期、阔叶杂草6~8叶期,茎叶喷雾处理,试验设3次重复。处理待药液自然风干,放于温室内按常规方法管理,根据杂草受抑制或死亡的情况,于处理后30天,进行目测防效调查。
本发明采用Gowing法对提出的组合物的联合作用进行评价。
理论值
式中:
X—除草剂组分A用量为P时的杂草防效;
Y—除草剂组分B用量为Q时的杂草防效;
E0—除草剂组分A用量为P时的理论防效+除草剂组分B用量为Q时的理论防效;
E—除草剂组分A与除草剂组分B按上述比例混用后的实测防效。
当E-E0>10%时,为增效作用;当E-E0<-10%时,为拮抗作用;当E-E0值介于±10%时,为加成作用。
表20化合物A1与B混用对杂草的联合作用
表21化合物A2与B混用对杂草的联合作用
表22化合物A3与B混用对杂草的联合作用
实施例12在免耕玉米田施用本发明涉及的除草组合物,用于杂草的防除。
试验地块在山西省太谷县进行,试验地地势平坦,田间杂草群落主要高粱、稗草、狗尾草、藜、反枝苋、苘麻、蒿草、葎草、田旋花、猪毛菜等。各种杂草多呈群落公布,杂草多数种类处于生长旺盛的期,平均株高约40~60厘米。
于处理后15天调查除草组合物对杂草的株防效,每小区调查0.25m2杂草残留株数,株防效计算公式:
表23除草组合物对免耕玉米田杂草的防效(处理后30天株防效%)
Claims (6)
- 一种除草组合物,其特征在于:组合物活性组分为组分A和组分B,组分A为具有如下结构式Ⅰ所示的化合物;组分B选自草铵膦、精草铵膦、精草铵膦的盐;草甘膦、草甘膦的盐或草甘膦的酯;制剂类原卟啉原氧化酶(PPO)抑除草剂、乙酰辅酶A羧化酶(ACCase)抑制剂类除草剂、乙酰乳酸合成酶(ALS)抑制剂类除草剂、光合作用抑制剂类除草剂、二硝基甲苯胺类除草剂;原卟啉原氧化酶(PPO)抑制剂类除草剂、乙酰乳酸合成酶(ALS)抑制剂类除草剂、激素类除草剂、光合作用抑制剂类除草剂;酰胺类除草剂、光合作用抑制剂类除草剂、羟基苯基丙酮酸双氧化酶(HPPD)抑制剂类除草剂、细胞分裂抑制剂类除草剂、乙酰乳酸合成酶(ALS)抑制剂类除草剂;其中,组分A和组分B两组分之间的重量比为:1:90~90:1;
式I中:W选自O或S;X1选自H或F;X2选自卤素、CN、CONH2或CSNH2;R1选自甲基或乙基;R2选自甲基或乙基;R3选自H或甲基;R4选自H或C1-C3烷基;R5选自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-C10卤代烷基、C1-C6烷硫基C1-C6烷基、C1-C6烷基亚磺酰基C1-C6烷基、C1-C6烷基磺酰基C1-C6烷基、(C1-C6烷基)2氨基C1-C6烷基、C3-C10环烷基、C3-C6环烷基C1-C6烷基、C3-C10卤代环烷基、C3-C6卤代环烷基C1-C6烷基、C2-C10卤代烯基、C1-C6烷氧基C2-C6烯基、C1-C6烷硫基C2-C6烯基、C1-C6烷基亚磺酰基C2-C6烯基、C1-C6烷基磺酰基C2-C6烯基、(C1-C6烷基)2氨基C2-C6烯基、C3-C10环烯基、C3-C6环烷基C2-C6烯基、C3-C6卤代环烷基C2-C6烯基、C2-C10卤代炔基、C1-C6烷氧基C2-C6炔基、C1-C6烷硫基C2-C6炔基、C1-C6烷基亚磺酰基C2-C6炔基、C1-C6烷基磺酰基C2-C6炔基、(C1-C6烷基)2氨基C2-C6炔基、C3-C10环炔基、C3-C6环烷基C2-C6炔基、C3-C6卤代环烷基C2-C6炔基、苯基、苯基C1-C6烷基、含有1-4个杂原子的5-7元脂杂环、含有1-4个杂原子的5-7元芳杂环、含有1-4个杂原子的5-7元脂杂环C1-C6烷基或含有1-4个杂原子的5-7元芳杂环C1-C6烷基,前述苯基、脂杂环、芳杂环上的氢可被一个或多个下述取代基取代,取代基选自硝基、卤素、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C3-C6环烷基、C3-C6环烷氧基、C2-C6烯基、C2-C6炔基、苯基或被一个或多个卤素取代的苯基;或R3选自H同时R4不选自H时,式I所示化 合物的光学异构体。 - 根据权利要求1所述的除草组合物,其特征在于:所述组分A为式Ⅰ所示的化合物,式I中:W选自O或S;X1选自H或F;X2选自Cl、Br或CN;R1选自甲基;R2选自甲基;R3选自H或甲基;R4选自H、甲基、乙基或异丙基;R5选自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-、或如下取代基:
或R3选自H同时R4不选自H时,式I所示化合物的光学异构体;所述活性组分B选自草铵膦、精草铵膦或精草铵膦的有机盐或精草铵膦的无机盐;所述活性组分B选自草甘膦、草甘膦的有机盐、草甘膦的无机盐、草甘膦的酯;所述活性组分B选自原卟啉原氧化酶(PPO)抑制剂类除草剂氟磺胺草醚、乙羧氟草醚、三氟羧草醚、丙炔氟草胺,或乙酰辅酶A羧化酶(ACCase)抑制剂类除草剂禾草灵、精吡氟禾草灵、喹禾糠酯、喹禾灵、精喹禾灵、高效氟吡甲禾灵、乳氟禾草灵、烯草酮、烯禾啶,或乙酰乳酸合成酶(ALS)抑制剂类除草剂咪草烟、甲氧咪草烟、咪唑乙烟酸,或光合作用抑制剂类除草剂灭草松、扑草净、异噁草松,或二硝基甲苯胺类除草剂氟乐灵、仲丁灵中的一种或多种;所述活性组分B选自原卟啉原氧化酶(PPO)抑制剂类除草剂乙氧氟草醚、苯嘧磺草胺、苯嘧草唑、三氟草嗪,或乙酰乳酸合成酶(ALS)抑制剂类除草剂类甲嘧磺隆、苯磺隆、绿磺隆,或激素类除草剂三氯吡氧乙酸及其盐和酯、氯氟吡氧乙酸及其盐和酯、2甲4氯及其盐和酯、2,4-滴及其盐和酯、氨氯吡啶酸及其盐和酯、二氯吡啶酸、麦草畏,或光合作用抑制剂类除草剂敌草快及其盐和酯、敌草隆、扑草净、环嗪酮中的一种或多种;所述活性组分B选自酰胺类除草剂甲草胺、乙草胺、异丙草胺、异丙甲草胺、精异丙甲草胺、丁草胺,或光合作用抑制剂类除草剂莠去津、特丁津、西玛津、莠灭净、扑草净、氰草津、辛酰溴苯腈、氨唑草酮、嗪草酮,或羟基苯基丙酮酸双氧化酶(HPPD)抑制剂类除草剂硝磺草酮、环磺酮、苯唑草酮、异噁唑草酮,或细胞分裂抑制剂除草剂氟噻草胺,或乙酰乳酸合成酶(ALS)抑制剂类除草剂噻吩磺隆、噻酮磺隆、砜嘧磺隆、双氟磺草胺、烟嘧磺隆、甲酰胺磺隆、唑嘧磺草胺中的一种或多种。 - 根据权利要求2所述的除草组合物,其特征在于:所述组分A为式Ⅰ所示的化合物,式I中:W选自S;X1选自F;X2选自Cl;R1选自甲基;R2选自甲基;R3选自H或甲基;R4选自H或甲基;R5选自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-或如下取代基:
或R3选自H同时R4选自甲基时,式I所示化合物的光学异构体为S构型或者S构型含量大于60%;所述组分B选自草铵膦、精草铵膦、精草铵膦铵盐、精草铵膦钠盐;所述组分B选自草甘膦酸、草甘膦异丙胺盐、草甘膦铵盐、草甘膦钠盐、草甘膦钾盐、草甘膦二甲胺盐、草甘膦乙二胺盐;所述组分B选自原卟啉原氧化酶(PPO)抑制剂类除草剂氟磺胺草醚、丙炔氟草胺,或乙酰辅酶A羧化酶(ACCase)抑制剂类除草剂精吡氟禾草灵、精喹禾灵、高效氟吡甲禾灵、烯草酮,或乙酰乳酸合成酶(ALS)抑制剂类除草剂甲氧咪草烟、咪唑乙烟酸,或光合作用抑制剂类除草剂灭草松、异噁草松,或二硝基甲苯胺类除草剂氟乐灵中的一种或两种;所述组分B选自原卟啉原氧化酶(PPO)抑制剂类除草剂乙氧氟草醚和苯嘧磺草胺,乙酰乳酸合成酶(ALS)抑制剂类除草剂甲嘧磺隆,激素类除草剂三氯吡氧乙酸、三氯吡氧乙酸丁氧基乙酯、氯氟吡氧乙酸、氯氟吡氧乙酸异辛酯、2甲4氯钠、2,4-滴、氨氯吡啶酸、氨氯吡啶酸钾盐、二氯吡啶酸、麦草畏,光合作用抑制剂类除草剂敌草快、敌草隆、环嗪酮中的一种或两种;所述组分B选自酰胺类除草剂乙草胺、异丙甲草胺、精异丙甲草胺,或光合作用抑制剂类除草剂:莠去津、特丁津、辛酰溴苯腈、氨唑草酮、嗪草酮,或羟基苯基丙酮酸双氧化酶(HPPD)抑制剂类除草剂硝磺草酮、环磺酮、苯唑草酮、异噁唑草酮,或细胞分裂抑制剂除草剂氟噻草胺、或乙酰乳酸合成酶(ALS)抑制剂类除草剂噻吩磺隆、噻酮磺隆、砜嘧磺隆、双氟磺草胺、烟嘧磺隆、唑嘧磺草胺中的一种或两种。 - 根据权利要求3所述的除草组合物,其特征在于:所述组分B选自草铵膦、精草铵膦、精草铵膦铵盐、精草铵膦钠盐时,组分A和组分B之间的重量比为1:5~1:40;所述组分B选自草甘膦酸、草甘膦异丙胺盐、草甘膦铵盐、草甘膦钠盐、草甘膦钾盐、 草甘膦二甲胺盐、草甘膦乙二胺盐时,所述组分A和组分B之间的重量比为1:5~1:90;所述组分B选自原卟啉原氧化酶(PPO)抑制剂类除草剂氟磺胺草醚、丙炔氟草胺,或乙酰辅酶A羧化酶(ACCase)抑制剂类除草剂精吡氟禾草灵、精喹禾灵、高效氟吡甲禾灵、烯草酮,或乙酰乳酸合成酶(ALS)抑制剂类除草剂甲氧咪草烟、咪唑乙烟酸,或光合作用抑制剂类除草剂灭草松、异噁草松,或二硝基甲苯胺类除草剂氟乐灵中的一种或两种时;所述组分A和组分B之间的重量比为1:1~1:40;所述组分B选自原卟啉原氧化酶(PPO)抑制剂类除草剂乙氧氟草醚和苯嘧磺草胺,乙酰乳酸合成酶(ALS)抑制剂类除草剂甲嘧磺隆,激素类除草剂三氯吡氧乙酸、三氯吡氧乙酸丁氧基乙酯、氯氟吡氧乙酸、氯氟吡氧乙酸异辛酯、2甲4氯钠、2,4-滴、氨氯吡啶酸、氨氯吡啶酸钾盐、二氯吡啶酸、麦草畏,光合作用抑制剂类除草剂敌草快、敌草隆、环嗪酮中的一种或两种时,组分A和组分B之间的重量比为(1~40):(40~1);所述组分B选自酰胺类除草剂乙草胺、异丙甲草胺、精异丙甲草胺,或光合作用抑制剂类除草剂:莠去津、特丁津、辛酰溴苯腈、氨唑草酮、嗪草酮,或羟基苯基丙酮酸双氧化酶(HPPD)抑制剂类除草剂硝磺草酮、环磺酮、苯唑草酮、异噁唑草酮,或细胞分裂抑制剂除草剂氟噻草胺、或乙酰乳酸合成酶(ALS)抑制剂类除草剂噻吩磺隆、噻酮磺隆、砜嘧磺隆、双氟磺草胺、烟嘧磺隆、唑嘧磺草胺中的一种或两种时,组分A和组分B之间的重量比为1:1~1:40。
- 根据权利要求4所述的除草组合物,其特征在于:所述组分B选自草铵膦、精草铵膦、精草铵膦铵盐、精草铵膦钠盐时,所述组分A和组分B之间的重量比为1:5~1:10;所述组分B选自草甘膦酸、草甘膦异丙胺盐、草甘膦铵盐、草甘膦钠盐、草甘膦钾盐、草甘膦二甲胺盐、草甘膦乙二胺盐时,组分A和组分B之间的重量比为1:5~1:10;所述组分B选自原卟啉原氧化酶(PPO)抑制剂类除草剂氟磺胺草醚、丙炔氟草胺,或乙酰辅酶A羧化酶(ACCase)抑制剂类除草剂精吡氟禾草灵、精喹禾灵、高效氟吡甲禾灵、烯草酮,或乙酰乳酸合成酶(ALS)抑制剂类除草剂甲氧咪草烟、咪唑乙烟酸,或光合作用抑制剂类除草剂灭草松、异噁草松,或二硝基甲苯胺类除草剂氟乐灵中的一种或两种时;所述组分A和组分B之间的重量比为1:1~1:10;所述组分B选自原卟啉原氧化酶(PPO)抑制剂类除草剂乙氧氟草醚和苯嘧磺草胺,乙酰乳酸合成酶(ALS)抑制剂类除草剂甲嘧磺隆,激素类除草剂三氯吡氧乙酸、三氯吡氧乙酸丁氧基乙酯、氯氟吡氧乙酸、氯氟吡氧乙酸异辛酯、2甲4氯钠、2,4-滴、氨氯吡啶酸、氨氯吡啶酸钾盐、二氯吡啶酸、麦草畏,光合作用抑制剂类除草剂敌草快、敌草隆、环嗪酮中的一种或两种时,组分A和组分B之间的重量比为(1~5):(5~1);所述组分B选自酰胺类除草剂乙草胺、异丙甲草胺、精异丙甲草胺,或光合作用抑制剂类除草剂:莠去津、特丁津、辛酰溴苯腈、氨唑草酮、嗪草酮,或羟基苯基丙酮酸双氧化酶(HPPD)抑制剂类除草剂硝磺草酮、环磺酮、苯唑草酮、异噁唑草酮,或细胞分裂抑制剂除草剂氟噻草胺、或乙酰乳酸合成酶(ALS)抑制剂类除草剂噻吩磺隆、噻酮磺隆、砜嘧磺隆、双氟磺草胺、烟嘧磺隆、唑嘧磺草胺中的一种或两种时,组分A和组分B之间的重量比为1:1~1:10。
- 一种权利要求1所述的除草组合物的应用,其特征在于:所述除草组合物在防除杂草中的应用。
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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 (en) * | 2018-02-26 | 2019-08-29 | AlzeCure Pharma AB | Triazine derivatives for treating diseases relating to neurotrophins |
WO2021259224A1 (zh) * | 2020-06-23 | 2021-12-30 | 沈阳中化农药化工研发有限公司 | 三嗪苯甲酸酯类化合物及其应用 |
WO2023117670A1 (en) * | 2021-12-22 | 2023-06-29 | Syngenta Crop Protection Ag | Triazine herbicidal compounds |
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