WO2015070570A1 - Mixed herbicide containing aminopyralid and sethoxydim - Google Patents
Mixed herbicide containing aminopyralid and sethoxydim Download PDFInfo
- Publication number
- WO2015070570A1 WO2015070570A1 PCT/CN2014/076343 CN2014076343W WO2015070570A1 WO 2015070570 A1 WO2015070570 A1 WO 2015070570A1 CN 2014076343 W CN2014076343 W CN 2014076343W WO 2015070570 A1 WO2015070570 A1 WO 2015070570A1
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- WO
- WIPO (PCT)
- Prior art keywords
- dipyridine
- salt
- herbicide containing
- mixed herbicide
- herbicide
- Prior art date
Links
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 40
- 239000004009 herbicide Substances 0.000 title claims abstract description 38
- CSPPKDPQLUUTND-NBVRZTHBSA-N Sethoxydim Chemical compound CCO\N=C(/CCC)C1=C(O)CC(CC(C)SCC)CC1=O CSPPKDPQLUUTND-NBVRZTHBSA-N 0.000 title abstract description 9
- NIXXQNOQHKNPEJ-UHFFFAOYSA-N aminopyralid Chemical compound NC1=CC(Cl)=NC(C(O)=O)=C1Cl NIXXQNOQHKNPEJ-UHFFFAOYSA-N 0.000 title abstract description 9
- 239000005468 Aminopyralid Substances 0.000 title abstract description 8
- 241000196324 Embryophyta Species 0.000 claims abstract description 17
- 239000002420 orchard Substances 0.000 claims abstract description 9
- 239000002253 acid Substances 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000004495 emulsifiable concentrate Substances 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 159000000000 sodium salts Chemical class 0.000 claims description 5
- 238000009333 weeding Methods 0.000 claims description 5
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 4
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical class CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- 239000004562 water dispersible granule Substances 0.000 claims description 4
- 239000004480 active ingredient Substances 0.000 claims description 3
- 150000003863 ammonium salts Chemical class 0.000 claims description 3
- 239000002552 dosage form Substances 0.000 claims description 3
- 239000000839 emulsion Substances 0.000 claims description 3
- 150000003956 methylamines Chemical class 0.000 claims description 3
- 239000004530 micro-emulsion Substances 0.000 claims description 3
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims description 3
- 239000004552 water soluble powder Substances 0.000 claims description 3
- 239000004563 wettable powder Substances 0.000 claims description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical class CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 claims description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
- 150000004656 dimethylamines Chemical class 0.000 claims 1
- 150000002169 ethanolamines Chemical class 0.000 claims 1
- BVPSSZAVUQHOML-UHFFFAOYSA-N n-chloropyridin-2-amine Chemical compound ClNC1=CC=CC=N1 BVPSSZAVUQHOML-UHFFFAOYSA-N 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 7
- 239000000126 substance Substances 0.000 abstract description 7
- 230000007613 environmental effect Effects 0.000 abstract description 2
- 231100000053 low toxicity Toxicity 0.000 abstract description 2
- 239000000470 constituent Substances 0.000 abstract 1
- XTMUXJBJCMRWPG-UHFFFAOYSA-N 3-chloropyridine-2-carboxylic acid Chemical compound OC(=O)C1=NC=CC=C1Cl XTMUXJBJCMRWPG-UHFFFAOYSA-N 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- FBOZXECLQNJBKD-ZDUSSCGKSA-N L-methotrexate Chemical compound C=1N=C2N=C(N)N=C(N)C2=NC=1CN(C)C1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 FBOZXECLQNJBKD-ZDUSSCGKSA-N 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 9
- 229960000485 methotrexate Drugs 0.000 description 9
- -1 chlorpyridyl Chemical group 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- 239000003814 drug Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 229940079593 drug Drugs 0.000 description 5
- 239000007921 spray Substances 0.000 description 5
- LDUXMMSHEQAYMN-UHFFFAOYSA-N Cl[N+]1=CC=CC=C1 Chemical compound Cl[N+]1=CC=CC=C1 LDUXMMSHEQAYMN-UHFFFAOYSA-N 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- IEORSVTYLWZQJQ-UHFFFAOYSA-N 2-(2-nonylphenoxy)ethanol Chemical compound CCCCCCCCCC1=CC=CC=C1OCCO IEORSVTYLWZQJQ-UHFFFAOYSA-N 0.000 description 3
- 239000005995 Aluminium silicate Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 235000012211 aluminium silicate Nutrition 0.000 description 3
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 229920000847 nonoxynol Polymers 0.000 description 3
- 239000000575 pesticide Substances 0.000 description 3
- 229920005552 sodium lignosulfonate Polymers 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- 230000002195 synergetic effect Effects 0.000 description 3
- OKDGRDCXVWSXDC-UHFFFAOYSA-N 2-chloropyridine Chemical compound ClC1=CC=CC=N1 OKDGRDCXVWSXDC-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 241000209140 Triticum Species 0.000 description 2
- 235000021307 Triticum Nutrition 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 229940051841 polyoxyethylene ether Drugs 0.000 description 2
- 229920000056 polyoxyethylene ether Polymers 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- IQRAGNMEYWPLKC-UHFFFAOYSA-N 1-(diaminomethylidene)-3-methylideneguanidine Chemical compound NC(=N)NC(=N)N=C IQRAGNMEYWPLKC-UHFFFAOYSA-N 0.000 description 1
- 240000006108 Allium ampeloprasum Species 0.000 description 1
- 235000005254 Allium ampeloprasum Nutrition 0.000 description 1
- 240000002791 Brassica napus Species 0.000 description 1
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 1
- 239000005500 Clopyralid Substances 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 231100000674 Phytotoxicity Toxicity 0.000 description 1
- 241000209504 Poaceae Species 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 229930182475 S-glycoside Natural products 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 241001148683 Zostera marina Species 0.000 description 1
- YGCFIWIQZPHFLU-UHFFFAOYSA-N acesulfame Chemical compound CC1=CC(=O)NS(=O)(=O)O1 YGCFIWIQZPHFLU-UHFFFAOYSA-N 0.000 description 1
- 229960005164 acesulfame Drugs 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- AVKUERGKIZMTKX-NJBDSQKTSA-N ampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 AVKUERGKIZMTKX-NJBDSQKTSA-N 0.000 description 1
- 229960000723 ampicillin Drugs 0.000 description 1
- 230000003042 antagnostic effect Effects 0.000 description 1
- 229930002877 anthocyanin Natural products 0.000 description 1
- 235000010208 anthocyanin Nutrition 0.000 description 1
- 239000004410 anthocyanin Substances 0.000 description 1
- 150000004636 anthocyanins Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- ZXVOCOLRQJZVBW-UHFFFAOYSA-N azane;ethanol Chemical class N.CCO ZXVOCOLRQJZVBW-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 1
- NUFZGWRAPCOFGM-UHFFFAOYSA-N calcium;decyl benzenesulfonate Chemical compound [Ca].CCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 NUFZGWRAPCOFGM-UHFFFAOYSA-N 0.000 description 1
- 230000032823 cell division Effects 0.000 description 1
- HUBANNPOLNYSAD-UHFFFAOYSA-N clopyralid Chemical compound OC(=O)C1=NC(Cl)=CC=C1Cl HUBANNPOLNYSAD-UHFFFAOYSA-N 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- FWFSEYBSWVRWGL-UHFFFAOYSA-N cyclohex-2-enone Chemical compound O=C1CCCC=C1 FWFSEYBSWVRWGL-UHFFFAOYSA-N 0.000 description 1
- CSMFSDCPJHNZRY-UHFFFAOYSA-M decyl sulfate Chemical compound CCCCCCCCCCOS([O-])(=O)=O CSMFSDCPJHNZRY-UHFFFAOYSA-M 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 230000017074 necrotic cell death Effects 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- CSMFSDCPJHNZRY-UHFFFAOYSA-N sulfuric acid monodecyl ester Natural products CCCCCCCCCCOS(O)(=O)=O CSMFSDCPJHNZRY-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 150000003569 thioglycosides Chemical class 0.000 description 1
- 230000001018 virulence Effects 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 239000008096 xylene Substances 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
Definitions
- This patent belongs to the technical field of pesticides, especially in the field of herbicides, and relates to a binary compounding agent of clopyridinic acid and methotrexate.
- the herbicidal composition can be applied to post-emergence weeding in non-cultivated land, orchard, woodland and rape fields.
- Aminopyralid chemical name: 4-amino-3,6-dichloropyridine-2-carboxylic acid
- chlorpyridinic acid is a pyridine herbicide widely used in mountain, grassland, lawn, planting Weed control in gardens and non-cultivated land. It can control one-year or perennial broad-leaved weeds.
- Sethoxydim also known as sethoxydim
- ( ⁇ )2-[1-(ethoxyimino)butyl-5-(2-ethylthiopropyl)-3-hydroxy-2- Cyclohexen-1-one, a cyclohexenone herbicide is a highly selective systemic stem and leaf treatment agent that can be rapidly absorbed by stems and stems of grasses and transmitted to the apex and internodes. Organized to destroy its cell division. Necrosis began from the growth point and internode meristem, and the plant stopped growing after 3 days. After 7 days, the new leaves faded or anthocyanin appeared, and the whole plant died after 2-3 weeks. This agent has high selectivity between gramineous and dicotyledonous plants
- the invention combines two kinds of herbicides with different herbicidal spectrums, complementary advantages and disadvantages, and chlorpyridinic acid and methotrexate to expand the herbicidal spectrum, and has obvious synergistic effect.
- the chlorpyridinic acid and the enephidine herbicides are appropriately reduced and mixed to form a mixture, which not only expands the herbicidal spectrum, but also avoids the The possibility of residual poisoning in crops.
- Another object of the present invention is to provide the use of the herbicide in weeding in non-cultivated land, orchard, woodland and rape fields.
- a mixed herbicide containing chlorpyridinic acid and alkalil characterized in that the herbicide is mainly composed of clopyral acid and methotrexate, and the mass ratio of clopyridic acid to methotrexate is 0.1 ⁇ 80: 0.1 ⁇ 80, preferably mass aminopyralid and sethoxydim ratio of 1 ⁇ 60: 1 ⁇ 60, most preferably mass aminopyralid and sethoxydim ratio of 1: 0.5 ⁇ 4.
- the mass percentage of both the clopyralic acid and the methotrexate in the herbicide is from 1 to 85%, preferably from 10 to 75% by mass.
- the mixed herbicide of the present invention wherein the clopyral acid is in the form of a water-soluble salt, and the water-soluble salt of the clopyral acid comprises a sodium salt, a potassium salt, an ammonium salt, an isopropylamine salt, a methylamine salt, Methylamine salt, ethanolammonium salt, triethanolamine salt, triisopropanolamine salt.
- a conventional surfactant, a thickener and a solvent which are allowed in the pesticide preparation may be added.
- additives such as solid fillers can be formulated into any of the dosage forms allowed on the pesticide.
- it is processed into an emulsifiable concentrate, a water emulsion, a microemulsion, a soluble liquid agent, a water-soluble powder, a wettable powder, and a water-dispersible granule.
- the invention relates to the application of the mixed herbicide containing ampicillin and methotrexate in weeding in non-cultivated land, orchard, woodland and wheat and corn fields, in the prevention of farmland, orchard, woodland and wheat, and rape fields.
- the application of broadleaf weeds and some grass weeds has significant effects.
- the herbicide combination of the invention has the advantages of quick effect, thorough weeding, low residue, low toxicity, safety and environmental protection, and is a superior chemical herbicide for non-cultivated land, orchard, woodland and rape field.
- chlorpyridyl acid is present as an isopropylamine salt.
- an aqueous emulsion having a mass percentage of 30% is formulated according to a conventional formulation method.
- chlorpyridyl acid exists in the form of a sodium salt.
- chlorpyridyl acid exists in the form of a potassium salt.
- ethene 50% of chlorpyridinium, 5% of sodium lignosulfonate, 2% of decyl sulfate, 5% of white carbon, and 100% of kaolin, formulated into a mass according to conventional preparation methods.
- chlorpyridyl acid exists in the form of a sodium salt.
- the water is made up to 100%, and is formulated into a microemulsion having a mass percentage of 10% according to a conventional formulation method.
- clopyral acid exists in the form of an ethanol ammonium salt.
- clopyral acid is present as an isopropylamine salt.
- Test method Quantitatively observe the seeds of Mai Niang in separate 9cm disposable paper cups, sow 10 ⁇ 15 seeds in each cup, and cultivate in the light incubator. When looking at the 3 ⁇ 6 leaf stage of the aunt, in the track Spray treatment on the crop spray. After treatment, the culture was continued in the greenhouse. The weed control effect of each treatment was observed regularly. After 30 days, the fresh weight of weeds after each treatment was weighed. According to the method proposed by Sun Yunpei et al. in I960, the virulence regression curve and co-toxicity coefficient were calculated. . The co-toxicity coefficient is greater than 100, indicating that the two effective substances have synergistic effects, and the co-toxicity coefficient is less than 100, indicating that the two effective substances have antagonistic effects. The measurement results are shown in Table 1.
- Test agent Four kinds of binary compound herbicides in Examples 1 to 4.
- Control agent 20% enephidine emulsifiable concentrate (commercially available), 30% chlorpyridinic acid aqueous solution (commercially available).
- Control objects weeds, piglets, maidens, leeks and other weeds.
- Control crops rapeseed.
- Test method According to the area of the test plot, accurately weigh all kinds of medicaments, and after dilution with water, use a knapsack sprayer to evenly spray.
- the nozzles use fan-shaped nozzles for herbicides. When spraying, it is necessary to spray the liquid evenly into the test area, so that there is no leakage or multiple spray.
- the present invention has remarkable control effect on broad-leaved weeds, has remarkable synergistic effect, and is fast and has a long-lasting effect.
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- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Disclosed is a mixed herbicide containing aminopyralid and sethoxydim. In the herbicide, aminopyralid and sethoxydim are used as main effective constituents. A mass ratio of aminopyralid and sethoxydim is 0.1-80:0.1-80. The mixed herbicide containing aminopyralid and sethoxydim in the present invention has remarkable effects in applications of preventing and killing various broadleaf weeds and some grassy weeds in bare places, orchards, woodlands, wheatlands, and rape fields, has the advantages of being efficient, complete weed control, fewer residues, low toxicity, security and environmental protection, and the like, and is a high-quality chemical herbicide for bare places, orchards, woodlands, and rape fields.
Description
一种含氯氨吡啶酸与烯禾啶的混合除草剂 技术领域 Mixed herbicide containing chlorpyridinic acid and methotrexate
本专利属于农药技术领域， 尤其是除草剂领域， 涉及氯氨吡啶酸与烯禾啶的二元复配 剂。 该除草剂组合物可应用于非耕地、 果园、 林地和油菜田苗后除草。 This patent belongs to the technical field of pesticides, especially in the field of herbicides, and relates to a binary compounding agent of clopyridinic acid and methotrexate. The herbicidal composition can be applied to post-emergence weeding in non-cultivated land, orchard, woodland and rape fields.
背景技术 Background technique
氯氨吡啶酸 （aminopyralid) ， 化学名称： 4-氨基 -3,6-二氯吡啶 -2-羧酸， 氯氨吡啶酸是 一种吡啶类除草剂， 广泛用于山地、 草原、 草坪、 种植园和非耕地的杂草防治。 可以防治一 年生或多年生阔叶杂草。 Aminopyralid, chemical name: 4-amino-3,6-dichloropyridine-2-carboxylic acid, chlorpyridinic acid is a pyridine herbicide widely used in mountain, grassland, lawn, planting Weed control in gardens and non-cultivated land. It can control one-year or perennial broad-leaved weeds.
烯禾啶 （sethoxydim) , 又名拿捕净， 化学名称： （± )2-[1- (乙氧亚氨基)丁基 -5-(2-乙硫基 丙基) -3-羟基 -2-环己烯 -1-酮， 属环己烯酮类除草剂， 为选择性强的内吸传导型茎叶处理剂， 能被禾本科杂草茎叶迅速吸收， 并传导到顶端和节间分生组织， 使其细胞***遭到破坏。 由 生长点和节间分生组织开始坏死， 受药植株 3天后停止生长， 7天后新叶褪色或出现花青素 色， 2— 3周全株枯死。 本剂在禾本科与双子叶植物间选择性很高， 对阔叶作物安全。 Sethoxydim (also known as sethoxydim), chemical name: (±)2-[1-(ethoxyimino)butyl-5-(2-ethylthiopropyl)-3-hydroxy-2- Cyclohexen-1-one, a cyclohexenone herbicide, is a highly selective systemic stem and leaf treatment agent that can be rapidly absorbed by stems and stems of grasses and transmitted to the apex and internodes. Organized to destroy its cell division. Necrosis began from the growth point and internode meristem, and the plant stopped growing after 3 days. After 7 days, the new leaves faded or anthocyanin appeared, and the whole plant died after 2-3 weeks. This agent has high selectivity between gramineous and dicotyledonous plants and is safe for broad-leaved crops.
本发明将两种杀草谱不同、 优缺点互补的氯氨吡啶酸与烯禾啶两种除草剂进行复配使 用， 可以扩大杀草谱， 具有明显的增效作用。 此外， 由于目前氯氨吡啶酸残留问题严重， 在 很多国家和地区已经被严格限制使用量和使用方法。 为了在减少残留药害的同时， 确保药剂 的除草效果， 将氯氨吡啶酸与烯禾啶两种除草剂适当减量后配成合剂使用， 这样既扩大了杀 草谱， 也避免了对后茬作物产生残留毒害的可能性。 The invention combines two kinds of herbicides with different herbicidal spectrums, complementary advantages and disadvantages, and chlorpyridinic acid and methotrexate to expand the herbicidal spectrum, and has obvious synergistic effect. In addition, due to the current serious problem of clopyral acid residues, it has been strictly limited in many countries and regions. In order to reduce the residual phytotoxicity and ensure the herbicidal effect of the agent, the chlorpyridinic acid and the enephidine herbicides are appropriately reduced and mixed to form a mixture, which not only expands the herbicidal spectrum, but also avoids the The possibility of residual poisoning in crops.
发明内容 Summary of the invention
本发明的目的是提供一种含氯氨吡啶酸与烯禾啶的混合除草剂。 It is an object of the present invention to provide a mixed herbicide comprising chlorpyridinic acid and alkalil.
本发明的另一目的是提供该除草剂在非耕地、 果园、 林地和油菜田除草中的应用。 一种含氯氨吡啶酸与烯禾啶的混合除草剂， 其特征在于该除草剂以氯氨吡啶酸与烯禾啶 为主要有效成分， 氯氨吡啶酸与烯禾啶的质量比为 0.1〜80: 0.1〜80， 优选氯氨吡啶酸与烯 禾啶的质量比为 1〜60: 1〜60， 最优选氯氨吡啶酸与烯禾啶的质量比为 1 : 0.5〜4。 Another object of the present invention is to provide the use of the herbicide in weeding in non-cultivated land, orchard, woodland and rape fields. a mixed herbicide containing chlorpyridinic acid and alkalil, characterized in that the herbicide is mainly composed of clopyral acid and methotrexate, and the mass ratio of clopyridic acid to methotrexate is 0.1~ 80: 0.1~80, preferably mass aminopyralid and sethoxydim ratio of 1~60: 1~60, most preferably mass aminopyralid and sethoxydim ratio of 1: 0.5~4.
在混合除草剂中， 氯氨吡啶酸与烯禾啶二者在除草剂中的质量百分含量为 1~85%， 优选 质量百分含量为 10~75%。 In the mixed herbicide, the mass percentage of both the clopyralic acid and the methotrexate in the herbicide is from 1 to 85%, preferably from 10 to 75% by mass.
本发明的混合除草剂， 其中氯氨吡啶酸以水溶性盐的形式存在， 所述的氯氨吡啶酸的水 溶性盐包括钠盐、 钾盐、 铵盐、 异丙胺盐、 甲胺盐、 二甲胺盐、 乙醇铵盐、 三乙醇胺盐、 三 异丙醇胺盐。
本发明的氯氨吡啶酸与烯禾啶的二元复配制剂中， 除了氯氨吡啶酸与烯禾啶有效成分 外， 还可以添加农药制剂上允许的常规表面活性剂、 增稠剂、 溶剂或固体填料等助剂配制成 农药上允许的任意一种剂型。 优选加工成乳油、 水乳剂、 微乳剂、 可溶性液剂、 水溶性粉 剂、 可湿性粉剂、 水分散粒剂。 The mixed herbicide of the present invention, wherein the clopyral acid is in the form of a water-soluble salt, and the water-soluble salt of the clopyral acid comprises a sodium salt, a potassium salt, an ammonium salt, an isopropylamine salt, a methylamine salt, Methylamine salt, ethanolammonium salt, triethanolamine salt, triisopropanolamine salt. In the binary compound preparation of the clopyridic acid and the methotrexate of the present invention, in addition to the active ingredient of the clopyral acid and the methotrexate, a conventional surfactant, a thickener and a solvent which are allowed in the pesticide preparation may be added. Or additives such as solid fillers can be formulated into any of the dosage forms allowed on the pesticide. Preferably, it is processed into an emulsifiable concentrate, a water emulsion, a microemulsion, a soluble liquid agent, a water-soluble powder, a wettable powder, and a water-dispersible granule.
本发明所述的 均为质量百分含量。 All of the contents described in the present invention are in mass percent.
本发明所述的含氨氯吡啶酸与烯禾啶的混合除草剂在非耕地、 果园、 林地和小麦、 玉米 田除草中的应用， 在防除非耕地、 果园、 林地和小麦、 油菜田中各种阔叶杂草和部分禾本科 杂草中的应用具有显著效果。 The invention relates to the application of the mixed herbicide containing ampicillin and methotrexate in weeding in non-cultivated land, orchard, woodland and wheat and corn fields, in the prevention of farmland, orchard, woodland and wheat, and rape fields. The application of broadleaf weeds and some grass weeds has significant effects.
与现有技术相比， 本发明的有益效果： Compared with the prior art, the beneficial effects of the invention:
本发明的除草剂组合， 具有见效快、 除草彻底、 残留低、 低毒、 安全环保等优点， 是优 质的非耕地、 果园、 林地和油菜田化学除草剂。 The herbicide combination of the invention has the advantages of quick effect, thorough weeding, low residue, low toxicity, safety and environmental protection, and is a superior chemical herbicide for non-cultivated land, orchard, woodland and rape field.
具体实施方案 Specific implementation
实施例 1 Example 1
烯禾啶 20%， 氯氨吡啶酸 5%， 十二垸基苯磺酸钙 5%， 垸基酚聚氧乙烯醚 3%， 溶剂油 至 100%， 按照常规的制剂方法配制成质量百分含量为 25%的乳油。 其中氯氨吡啶酸以异丙 胺盐形式存在。 20% of ethene, 5% of chlorpyridinium, 5% of calcium dodecylbenzenesulfonate, 3% of nonylphenol ethoxylate, solvent oil to 100%, formulated into mass percentage according to conventional preparation methods A 25% emulsifiable concentrate. Among them, chlorpyridyl acid is present as an isopropylamine salt.
实施例 2 Example 2
烯禾啶 10%， 氯氨吡啶酸 20%， 垸基酚聚氧乙烯醚 3%， 蓖麻油聚氧乙烯醚 2%， 黄原 胶 0.1%， 二甲苯 20%， 乙二醇 5%， 水至 100%， 按照常规的制剂方法配制成质量百分含量 为 30%的水乳剂。 其中氯氨吡啶酸以钠盐形式存在。 10% of ethene, 20% of chlorpyridine, 3% of nonylphenol ethoxylate, 2% of castor oil polyoxyethylene ether, 0.1% of xanthan gum, 20% of xylene, 5% of ethylene glycol, water To 100%, an aqueous emulsion having a mass percentage of 30% is formulated according to a conventional formulation method. Among them, chlorpyridyl acid exists in the form of a sodium salt.
实施例 3 Example 3
烯禾啶 5%， 氯氨吡啶酸 25%， 垸基酚聚氧乙烯醚磷酸酯 5%， 木质素磺酸钠 2%， 可溶 性淀粉 2%， 硫酸钠至 100%， 按照常规的制剂方法配制成质量百分含量为 50%的水溶性粉 剂。 其中氯氨吡啶酸以钾盐形式存在。 5% of enezine, 25% of chlorpyridinium, 5% of nonylphenol ethoxylate phosphate, 2% of sodium lignosulfonate, 2% of soluble starch, 100% of sodium sulfate, prepared according to conventional preparation methods A water-soluble powder having a mass percentage of 50%. Among them, chlorpyridyl acid exists in the form of a potassium salt.
实施例 4 Example 4
烯禾啶 25%， 氯氨吡啶酸 50%， 木质素磺酸钠 5%、 十二垸基硫酸盐 2%， 白炭黑 5%， 高岭土至 100%， 按照常规的制剂方法配制成质量百分含量为 75%的水分散粒剂。 其中氯氨 吡啶酸以钠盐形式存在。 2% of ethene, 50% of chlorpyridinium, 5% of sodium lignosulfonate, 2% of decyl sulfate, 5% of white carbon, and 100% of kaolin, formulated into a mass according to conventional preparation methods. A water-dispersible granule having a content of 75%. Among them, chlorpyridyl acid exists in the form of a sodium salt.
实施例 5 Example 5
烯禾啶 15%， 氯氨吡啶酸 60% (钾盐）， NNO (亚甲基双荼磺酸钠） 润湿剂 5%、 白炭
黑 3%， 聚乙烯醇 2%， 高岭土至 100%， 按照常规的制剂方法配制成质量百分含量为 75%的 水分散粒剂。 其中氯氨吡啶酸以铵盐形式存在。 15% of enephapyridine, 60% of clopyralid (potassium salt), NNO (sodium methylene biguanide sulfonate) 5% of wetting agent, white carbon Black 3%, polyvinyl alcohol 2%, kaolin to 100%, was formulated into a water-dispersible granule having a mass percentage of 75% according to a conventional formulation method. Among them, chlorpyridyl acid exists in the form of an ammonium salt.
实施例 6 Example 6
烯禾啶 10%， 氯氨吡啶酸 40%， NNO (亚甲基双荼磺酸钠） 6%， 木质素磺酸钠 5% , 白炭黑 5%， 高岭土至 100%， 按照常规的制剂方法配制成质量百分含量为 50%的可湿 性粉剂。 其中氯氨吡啶酸以钠盐形式存在。 10% of acesulfame, 40% of chlorpyridine, 6% of NNO (sodium methylenebismuthonium sulfonate), 5% of sodium lignosulfonate, 5% of white carbon black, and 100% of kaolin, according to conventional preparations The method is formulated into a wettable powder having a mass percentage of 50%. Among them, chlorpyridyl acid exists in the form of a sodium salt.
实施例 7 Example 7
烯禾啶 9%， 氯氨吡啶酸 1%， 十二垸基苯磺酸钙 5%， 蓖麻油聚氧乙烯醚 5%， 溶剂油 15% , 环己酮 5%， 乙二醇 5%， 水至 100%， 按照常规的制剂方法配制成质量百分含量为 10%的微乳剂。 其中氯氨吡啶酸以乙醇铵盐形式存在。 Enegrafen 9%, chlorpyridic acid 1%, calcium decyl benzene sulfonate 5%, castor oil polyoxyethylene ether 5%, solvent oil 15%, cyclohexanone 5%, ethylene glycol 5%, The water is made up to 100%, and is formulated into a microemulsion having a mass percentage of 10% according to a conventional formulation method. Among them, clopyral acid exists in the form of an ethanol ammonium salt.
实施例 8 Example 8
烯禾啶 1%， 氯氨吡啶酸 9%， 十二垸基苯磺酸钠 5%， 垸基糖苷 5%， 异丙醇 15%， 环 己酮 5%， 乙二醇 5%， 水至 100%， 按照常规的制剂方法配制成质量百分含量为 10%的可溶 性液剂。 其中氯氨吡啶酸以异丙胺盐形式存在。 1% of ethene, 9% of chlorpyridinium, 5% of sodium dodecylbenzene sulfonate, 5% of thioglycoside, 15% of isopropanol, 5% of cyclohexanone, 5% of ethylene glycol, water to 100%, formulated into a soluble liquid agent having a mass percentage of 10% according to a conventional formulation method. Among them, clopyral acid is present as an isopropylamine salt.
实施例 9 Example 9
1、 室内活性测定试验 1, indoor activity measurement test
利用实施例 1~4中的制剂， 测定其对看麦娘的共毒系数。 Using the preparations of Examples 1 to 4, the co-toxicity coefficient of the maiden was determined.
试验方法： 将定量的看麦娘种子分别播种于 9cm 的一次性纸杯中， 每杯中播种 10~15 粒种子， 在光照培养箱中培养， 待看麦娘 3~6 叶期时， 在履带式作物喷雾剂上进行喷雾处 理。 处理后温室内继续培养， 定期观察各处理对杂草的防除效果， 30d后称量各处理后的杂 草鲜重， 按孙云沛等 I960年提出的方法， 计算其毒力回归曲线和共毒系数。 共毒系数大于 100， 表明两种有效物质具有增效作用， 共毒系数小于 100， 表明两种有效物质具有拮抗作 用。 测定结果如表 1所示。 Test method: Quantitatively observe the seeds of Mai Niang in separate 9cm disposable paper cups, sow 10~15 seeds in each cup, and cultivate in the light incubator. When looking at the 3~6 leaf stage of the aunt, in the track Spray treatment on the crop spray. After treatment, the culture was continued in the greenhouse. The weed control effect of each treatment was observed regularly. After 30 days, the fresh weight of weeds after each treatment was weighed. According to the method proposed by Sun Yunpei et al. in I960, the virulence regression curve and co-toxicity coefficient were calculated. . The co-toxicity coefficient is greater than 100, indicating that the two effective substances have synergistic effects, and the co-toxicity coefficient is less than 100, indicating that the two effective substances have antagonistic effects. The measurement results are shown in Table 1.
表 1 室内活性测定结果 Table 1 Indoor activity measurement results
2、 田间药效试验 2. Field efficacy test
供试药剂： 实施例 1〜4中的 4种二元复配除草剂。 Test agent: Four kinds of binary compound herbicides in Examples 1 to 4.
对照药剂： 20%烯禾啶乳油 （市售）， 30%氯氨吡啶酸水剂 （市售）。 Control agent: 20% enephidine emulsifiable concentrate (commercially available), 30% chlorpyridinic acid aqueous solution (commercially available).
防除对象： 鸭跖草、 猪殃殃、 看麦娘、 荠菜等杂草。 Control objects: weeds, piglets, maidens, leeks and other weeds.
防治作物： 油菜。 Control crops: rapeseed.
试验方法： 按照试验小区的面积， 准确称量好各种药剂， 并兌水稀释后， 利用背负式喷 雾器， 进行均匀喷雾， 喷头选用除草剂专用的扇形喷头。 喷雾时， 要注意将药液均匀喷施到 试验小区中， 做到没有漏喷、 多喷的现象。 Test method: According to the area of the test plot, accurately weigh all kinds of medicaments, and after dilution with water, use a knapsack sprayer to evenly spray. The nozzles use fan-shaped nozzles for herbicides. When spraying, it is necessary to spray the liquid evenly into the test area, so that there is no leakage or multiple spray.
试验后分别在药后 20d、 40d观察杂草死亡情况， 并比较各种药剂的除草活性。 After the test, weeds were observed at 20 and 40 days after the drug, and the herbicidal activities of various agents were compared.
本发明的实施例制剂除草试验效果见下表 1 (药后 20d) 和表 2 (药后 40d) The herbicidal test results of the examples of the present invention are shown in Table 1 below (20d after drug) and Table 2 (40d after drug)
田间药效试验结果 （药后 20d) Field efficacy test results (20d after drug)
田间药效试验结果 （药后 40d) Field efficacy test results (40d after drug)
30%氯氨吡啶酸水剂 20 72 74 66 30% chlorpyridinic acid 20 72 74 66
20%烯禾啶乳油 15 一 一 75 从表 1和表 2中可以看出， 本发明对阔叶杂草都具有显著的防效， 增效性显著， 而且 效快、 持效期长。
20% olefinic emulsifiable concentrate 15 - one 75 As can be seen from Tables 1 and 2, the present invention has remarkable control effect on broad-leaved weeds, has remarkable synergistic effect, and is fast and has a long-lasting effect.
Claims
1、 一种含氯氨吡啶酸与烯禾啶的混合除草剂， 其特征在于该除草剂以氯氨吡啶酸与烯 禾啶为主要有效成分， 氯氨吡啶酸与烯禾啶的质量比为 0.1〜80: 0.1〜80。 1. A mixed herbicide containing fenpyridine and dipyridine, which is characterized in that the herbicide contains fenpyridine and dipyridine as the main active ingredients, and the mass ratio of fenpyridin and dipyridine is: 0.1~80 : 0.1~80.
2、 根据权利要求 1 所述的含氯氨吡啶酸与烯禾啶的混合除草剂， 其特征在于该除草剂 中氯氨吡啶酸与烯禾啶的质量比为 1〜60: 1〜60。 2. The mixed herbicide containing fenpyralid and dipyridine according to claim 1, characterized in that the mass ratio of fenpyralid and dipyridine in the herbicide is 1 to 60 : 1 to 60.
3、 根据权利要求 2所述的含氯氨吡啶酸与烯禾啶的混合除草剂， 其特征在于该除草剂 中氯氨吡啶酸与烯禾啶的质量比为 1 : 0.5〜4。 3. The mixed herbicide containing fenpyralid and dipyridine according to claim 2, characterized in that the mass ratio of fenpyralid and dipyridine in the herbicide is 1: 0.5~4.
4、 根据权利要求 1 所述的含氯氨吡啶酸与烯禾啶的混合除草剂， 其特征在于氯氨吡啶 酸与烯禾啶二者在除草剂中的质量百分含量为 1~85%。 4. The mixed herbicide containing fenpyridin and dipyridine according to claim 1, characterized in that the mass percentage content of both dipyraldehyde and dipyridine in the herbicide is 1 to 85%. .
5、 根据权利要求 4 所述的含氯氨吡啶酸与烯禾啶的混合除草剂， 其特征在于氯氨吡啶 酸与烯禾啶二者在除草剂中的质量百分含量为 10~75%。 5. The mixed herbicide containing fenpyridine and dipyridine according to claim 4, characterized in that the mass percentage of both dipyraldehyde and dipyridine in the herbicide is 10 to 75%. .
6、 根据权利要求 1-5 任一一项中所述的含氯氨吡啶酸与烯禾啶的混合除草剂， 其特征 在于氯氨吡啶酸以水溶性盐的形式存在， 所述的氯氨吡啶酸的水溶性盐包括钠盐、 钾盐、 铵 盐、 异丙胺盐、 甲胺盐、 二甲胺盐、 乙醇铵盐、 三乙醇胺盐、 三异丙醇胺盐。 6. The mixed herbicide containing fenpyridine and dimethopyridine according to any one of claims 1 to 5, characterized in that fenpyridinic acid exists in the form of a water-soluble salt, and the chloraminopyridine Water-soluble salts of pyridine acid include sodium salt, potassium salt, ammonium salt, isopropylamine salt, methylamine salt, dimethylamine salt, ethanolamine salt, triethanolamine salt, and triisopropanolamine salt.
7、 根据权利要求 1 所述的含氯氨吡啶酸与烯禾啶的混合除草剂， 其特征在于它以氯氨 吡啶酸与烯禾啶为主要有效成分和农药上允许的助剂配制成任意一种剂型。 7. The mixed herbicide containing fenpyralid and dipyridine according to claim 1, characterized in that it is formulated with fenpyralid and dipyridine as the main active ingredients and pesticide-permissible auxiliaries. A dosage form.
8、 根据权利要求 7 所述的含氯氨吡啶酸与烯禾啶的混合除草剂， 其特征在于所述的剂 型为乳油、 水乳剂、 微乳剂、 可溶性液剂、 水溶性粉剂、 可湿性粉剂、 水分散粒剂。 8. The mixed herbicide containing chlorampyralid and dipyridine according to claim 7, characterized in that the dosage form is emulsifiable concentrate, water emulsion, microemulsion, soluble liquid, water-soluble powder, wettable powder , water dispersible granules.
9、 权利要求 1 所述的含氯氨吡啶酸与烯禾啶的混合除草剂在非耕地、 果园、 林地和油 菜田除草中的应用。 9. Application of the mixed herbicide containing chlorampyralid and dipyridine as claimed in claim 1 in weeding in non-arable land, orchards, woodlands and rape fields.
10、 权利要求 1所述的含氯氨吡啶酸与烯禾啶的混合除草剂在防除非耕地、 果园、 林地 和油菜田中各种阔叶杂草和部分禾本科杂草中的应用。
10. The application of the mixed herbicide containing chlorampyralid and dipyridine as claimed in claim 1 in the control of various broadleaf weeds and some grassy weeds in non-arable land, orchards, woodlands and rape fields.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310574524.7 | 2013-11-15 | ||
| CN201310574524.7A CN104621113B (en) | 2013-11-15 | 2013-11-15 | Mixture herbicide containing aminopyralid and sethoxydim |
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| Publication Number | Publication Date |
|---|---|
| WO2015070570A1 true WO2015070570A1 (en) | 2015-05-21 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/CN2014/076343 WO2015070570A1 (en) | 2013-11-15 | 2014-04-28 | Mixed herbicide containing aminopyralid and sethoxydim |
Country Status (2)
| Country | Link |
|---|---|
| CN (1) | CN104621113B (en) |
| WO (1) | WO2015070570A1 (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101410015A (en) * | 2006-03-06 | 2009-04-15 | 伊萨罗里斯卡公司 | New synergistic herbicidal compositions |
| US20100144523A1 (en) * | 2006-11-28 | 2010-06-10 | Bayer Cropscience Ag | Synergistically active herbicidal agents that are compatible with cultivated plants and contain herbicides from the group of benzoylpyrazoles |
| WO2013127820A1 (en) * | 2012-03-01 | 2013-09-06 | Basf Se | Use of an agrochemical composition with fungicidal, herbicidal and plant health improving action in rapeseed |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1295960C (en) * | 2004-10-11 | 2007-01-24 | 北京颖新泰康科技有限公司 | Weeding composition, application and method of application |
| US8110530B2 (en) * | 2006-12-21 | 2012-02-07 | Kumiai Chemical Industry Co., Ltd. | Herbicidal composition |
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2013
- 2013-11-15 CN CN201310574524.7A patent/CN104621113B/en active Active
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- 2014-04-28 WO PCT/CN2014/076343 patent/WO2015070570A1/en active Application Filing
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101410015A (en) * | 2006-03-06 | 2009-04-15 | 伊萨罗里斯卡公司 | New synergistic herbicidal compositions |
| US20100144523A1 (en) * | 2006-11-28 | 2010-06-10 | Bayer Cropscience Ag | Synergistically active herbicidal agents that are compatible with cultivated plants and contain herbicides from the group of benzoylpyrazoles |
| WO2013127820A1 (en) * | 2012-03-01 | 2013-09-06 | Basf Se | Use of an agrochemical composition with fungicidal, herbicidal and plant health improving action in rapeseed |
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| Publication number | Publication date |
|---|---|
| CN104621113B (en) | 2017-01-11 |
| CN104621113A (en) | 2015-05-20 |
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