CN104284585B - Herbicidal composition - Google Patents
Herbicidal composition Download PDFInfo
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- CN104284585B CN104284585B CN201380015743.XA CN201380015743A CN104284585B CN 104284585 B CN104284585 B CN 104284585B CN 201380015743 A CN201380015743 A CN 201380015743A CN 104284585 B CN104284585 B CN 104284585B
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- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/16—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof the nitrogen atom being part of a heterocyclic ring
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Abstract
It is an object of the invention to provide a kind of Herbicidal composition, the worst weeds produced in paddy field is had high herbicidal effect and Oryza sativa L. has high safety by described Herbicidal composition. The present invention provides a kind of Herbicidal composition, and described Herbicidal composition contains compound that formula (I) represents and the compound that formula (II) represents as effective ingredient.
Description
Technical field
The present invention relates to the using method of Herbicidal composition and this Herbicidal composition, described Herbicidal composition contains the chloro-3-of 6-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinyl 4-morpholine formic acid esters and N-{2-[(4,6-dimethoxy-1,3,5-triazine-2-base) carbonyl]-6-fluorophenyl }-1,1-difluoro-N-methyl Methanesulfomide is as effective ingredient.
Background technology
At present, as herbicide for paddy field, many herbicides are practical, and as single dose and intermixture by commonly used widely, but paddy land weed is of a great variety, and the germination of each weeds and growth period different, it produces to be over a long time. Therefore, it is extremely difficult for preventing and kill off all weeds by herbicide distribution once. Therefore, as herbicide, strongly want to the withered multiple weeds killing and including annual grassy weeds and perennial weeds (that is, broad weed-killing spectrum), to the weeds grown also effectively, can maintain within certain period and press down careless effect and the appearance to the high medicament of Security of rice.
Have been reported the title chloro-3-of 6-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinyl 4-morpholine formic acid esters and there is activity of weeding. but, although annual, perennial weeds are had high effect, but need to a part of weeds (such as, wild Corm Eleocharitis (EleochariskuroguwaiOhwi, Japanese: Network �� �� �� ��) as main paddy land weed) there is higher effect (patent documentation 1). in addition, existing about the chloro-3-of 6-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinyl 4-morpholine formic acid esters with there is the herbicide of whitening action (such as, pyrazolate (pyrazolate), pyrazoxyfen (pyrazoxyfen), benzofenap (benzofenap), benzo dicyclo ketone (benzobicyclon), mesotrione (mesotrion) or special furan triketone (tefuryltrione)) and use-case (patent documentation 1, 2, 9), and the report (patent documentation 3��8 of the also use-case etc. of the chloro-3-of 6-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinyl 4-morpholine formic acid esters and specific sulfonylurea herbicide (such as bensulfuron-methyl (bensulfuron-methyl)), 10��13). and, also it have been reported that the chloro-3-of 6-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinyl 4-morpholine formic acid esters with have whitening action herbicide (such as, pyrazolate, pyrazoxyfen, benzofenap, benzo dicyclo ketone, mesotrione or special furan triketone) and include butachlor (butachlor), pretilachlor (pretilachlor) etc. herbicide and use-case there is synergism (patent documentation 14 and 15). but, the chloro-3-of 6-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinyl 4-morpholine formic acid esters and N-{2-[(4,6-dimethoxy-1,3,5-triazine-2-base) carbonyl]-6-fluorophenyl-1,1-difluoro-N-methyl Methanesulfomide and use-case and comprise the two compound and pyrazolate, pyrazoxyfen, benzofenap, benzo dicyclo ketone, mesotrione or special furan triketone and use-case be never in the news.
On the other hand, N-{2-[(4,6-dimethoxys-1,3,5-triazine-2-base) carbonyl]-6-fluorophenyl }-1,1-difluoro-N-methyl Methanesulfomide is known compound, paddy land weed is had activity of weeding (patent documentation 16) by it to have been reported title. But, N-{2-[(4,6-dimethoxy-1,3,5-triazine-2-base) carbonyl]-6-fluorophenyl }-1,1-difluoro-N-methyl Methanesulfomide but may not be abundant to the effect of annual broadleaf weed, Herba monochoriae vaginalis (Monochoriavaginalis) etc.
In addition, display N-{2-[(4 on the books, 6-dimethoxy-1,3,5-triazine-2-base) carbonyl]-6-fluorophenyl }-1,1-difluoro-N-methyl Methanesulfomide can also be used with other herbicides as required simultaneously, as other herbicides, illustrates and has acetyl herbicide, triazine herbicide or sulfonylurea herbicide etc. In addition, also N-{2-[(4 it is related to, 6-dimethoxy-1,3,5-triazine-2-base) carbonyl]-6-fluorophenyl } report (patent documentation 17) of concrete and use-case etc. of-1,1-difluoro-N-methyl Methanesulfomide and sulfonylurea herbicide (bensulfuron-methyl etc.). But, N-{2-[(4,6-dimethoxy-1,3,5-triazine-2-base) carbonyl]-6-fluorophenyl-1,1-difluoro-N-methyl Methanesulfomide and the chloro-3-of 6-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinyl 4-morpholine formic acid esters and use-case be never in the news.
Prior art literature
Patent documentation
Patent documentation 1:WO03/016286 publication
Patent documentation 2: Japanese Unexamined Patent Publication 2004-262934 publication
Patent documentation 3: Japanese Unexamined Patent Publication 2004-262935 publication
Patent documentation 4: Japanese Unexamined Patent Publication 2004-262936 publication
Patent documentation 5: Japanese Unexamined Patent Publication 2004-262937 publication
Patent documentation 6: Japanese Unexamined Patent Publication 2004-262938 publication
Patent documentation 7: Japanese Unexamined Patent Publication 2004-262939 publication
Patent documentation 8: Japanese Unexamined Patent Publication 2004-262940 publication
Patent documentation 9: Japanese Unexamined Patent Publication 2005-104976 publication
Patent documentation 10: Japanese Unexamined Patent Publication 2010-105982 publication
Patent documentation 11: Japanese Unexamined Patent Publication 2011-006385 publication
Patent documentation 12: Japanese Unexamined Patent Publication 2011-006386 publication
Patent documentation 13: Japanese Unexamined Patent Publication 2011-190196 publication
Patent documentation 14: Japanese Unexamined Patent Publication 2011-190197 publication
Patent documentation 15: Japanese Unexamined Patent Publication 2011-190198 publication
Patent documentation 16: Japanese Unexamined Patent Application Publication 2009-507866 publication
Patent documentation 17: Japanese Unexamined Patent Publication 2008-201693 publication
Summary of the invention
Present inventor is for the purpose of the problems referred to above improveing conventional herbicide, to passing through once to spread can prevent and kill off various weeds completely, and Oryza sativa L. is had the safety of height, the herbicide of the safety that person poultry toxicity is extremely low has carried out continuous exploration, found that: by by chloro-for 6-3-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinyl 4-morpholine formic acid esters and N-{2-[(4, 6-dimethoxy-1, 3, 5-triazine-2-base) carbonyl]-6-fluorophenyl }-1, the combination of 1-difluoro-N-methyl Methanesulfomide uses, not only expand herbicide spectrum, can also obtain and prevent and kill off the such excellent effect (synergism) beyond anticipation of the worst weeds with lesser amount of effective ingredient, and, poisoning is produced without to Oryza sativa L., thus completing the present invention.
Namely, the present invention is a kind of Herbicidal composition, the chloro-3-of compound 6-(2-cyclopropyl-6-the methylphenoxy)-4-pyridazinyl 4-morpholine formic acid esters represented containing following formula (I) is (following, it is called compound (I)) and compound N-{ 2-[(4 of representing of following formula (II), 6-dimethoxy-1,3,5-triazine-2-base) carbonyl]-6-fluorophenyl }-1,1-difluoro-N-methyl Methanesulfomide is (following, it is called compound (II)) as effective ingredient
Additionally, the present invention is a kind of method for removing weeds, in described method, use simultaneously or use compound (I) and compound (II) respectively.
The Herbicidal composition of the present invention has wide herbicide spectrum, to various weeds (such as, the grassy weed such as barnyard grass (Echinochloaoryzoides) thrown into question in paddy field etc.; Lindernia procumbens (Krock.) Phillcox. (Linderniaprocumbens), Lindernia micrantha (Linderniamicrantha), mexicana (Rotalaindicavar.uliginosa), three stamen waterworts (Elatinetriandra), horsefly eye grass (Dopatriumjunceum), spend more the broad leaved weeds such as water Herba Amaranthi tricoloris (Ammanniamultiflora), Herba monochoriae vaginalis; The sedge weeds such as Herba Cyperi Difformis (CyperusdifformisL.), firefly Lin (ScirpusjuncoidesRoxb), Herba Eleocharitis acicularis (Eleocharisacicularis), Herba Cyperi Glomerati (Cyperusserotinus), wild Corm Eleocharitis; And/or the Alismataceae weeds such as short Rhizoma sagittariae sagittifoliae (SagittariapygmaeaMiq.), Rhizoma Alismatis (SagittariatrifoliaL.), A.canaliculatum (Alismacanaliculatum)) demonstrate the activity of weeding of excellence, especially, to as firefly Lin of main paddy land weed, wild Corm Eleocharitis within certain period continuously display go out excellence activity of weeding (synergism), and the crops such as Oryza sativa L. will not be demonstrated the poisoning thrown into question.
Therefore, the Herbicidal composition of the present invention can suppress the germination of weeds and growth with few effective ingredient amount and access times, withered kill weeds, especially, owing to required access times are few, and preventive effect can continue within certain period, it is possible to the minimizing of labour needed for realizing weed control operation.
Detailed description of the invention
About each term used in following claims and description, as long as no being particularly limited to, then according to the definition recorded in definition normally used in chemical field and WO03/016286 publication and Japanese Unexamined Patent Application Publication 2009-507866 publication.
Compound (I) and compound (II) about the effective ingredient of the Herbicidal composition as the present invention, known technology can be adopted to manufacture by those skilled in the art, especially, it is possible to manufacture according to the record of WO03/016286 publication and Japanese Unexamined Patent Application Publication 2009-507866 publication.
Additionally, as the solvate of the compound (I) of effective ingredient of Herbicidal composition of the present invention or the solvate of compound (II) also inclusion compound (I) or compound (II) or their salt.
In the Herbicidal composition of the present invention, for instance, relative to the compound (I) of 1 mass parts, it is possible to the ratio complex compounds (II) of 0.001��10 mass parts. Match ratio is preferably 0.005��5 mass parts, more preferably 0.005��1 mass parts. By using compound (I) and compound (II) with such match ratio, it is possible to obtain collaborative herbicidal effect.
The Herbicidal composition of the present invention can contain only compound (I) and compound (II) itself, can also coordinate with carrier and other adjuvant as required, prepare into as the normally used dosage form of herbicide (such as, powder, pulvis grossus, microgranule, granule, granule hydrating agents, Emulsion, aqueous suspension, oil suspension, paddy field jettisoning agent) use.
Carrier described herein can be to aid in effective ingredient compound and arrives plant or make the storage of effective ingredient, transport or process easily carry out and be mixed in herbicide, synthesis or natural inorganic or organic substance.
The clay class that suitable solid carrier can be such as is representative with kaolinite class, smectites, attapulgite class etc.; The inorganic substances such as Talcum, Muscovitum, pyrophyllite, Pumex, Vermiculitum, Gypsum Fibrosum, dolomite, kieselguhr, magnesium lime, apatite, zeolite, moisture amorphous silicon di-oxide, Silicon stone, synthetic calcium silicate, Kaolin, bentonite, calcium carbonate; The vegetalitas organic substances such as Semen sojae atricolor powder, tobacco powder, walnut powder, wheat flour, wood powder, starch, crystalline cellulose; The synthesis such as coumarone resin, Petropols, alkyd resin, polrvinyl chloride, poly alkylene glycol, ketone resin, ester gum, Ke Bai glue (gumcopal), dammar gum or natural macromolecular compound;The wax classes such as Brazil wax, paraffin, Apis cerana Fabricius; Or, carbamide.
Suitable liquid-carrier can be such as paraffinic or the naphthenic hydrocarbon such as kerosene, mineral oil, bobbin oil, white oil; The aromatic hydrocarbon such as benzene,toluene,xylene, ethylbenzene, isopropylbenzene, methyl naphthalene; The chlorohydrocarbons such as carbon tetrachloride, chloroform, trichloro ethylene, monochlor-benzene, chlorotoluene; The ethers such as dioxane, oxolane; The ketones such as acetone, methyl ethyl ketone, diisobutyl ketone, Ketohexamethylene, 1-Phenylethanone., isophorone; The esters such as ethyl acetate, pentyl acetate, acetic acid glycol ester, acetic acid binaryglycol ester, dibutyl maleate, diethyl succinate; The alcohols such as methanol, hexanol, ethylene glycol, diethylene glycol, Hexalin, benzylalcohol; The ether alcohol classes such as glycol ethyl ether, ethylene glycol phenyl ether, diethylene glycol ethyl ether, buiyl diglycol; Dimethylformamide, dimethyl sulfoxide polar solvent; Or, water.
For emulsifying, dispersion, moistening, extension, combinations, disintegrative adjustment, stable effective ingredients, liquidity costs, antirust, promotion to purposes such as the absorptions of plant, the Herbicidal composition of the present invention can also containing surfactant as adjuvant. Surfactant can be ionic surfactant, it is also possible to be nonionic surfactant.
Suitable nonionic surfactant can be such as the sucrose ester of fatty acid, lauryl alcohol, stearyl alcohol, the ethylene oxide addition polymer of the senior aliphat alcohols such as oleyl alcohol, isooctylphenol, the ethylene oxide addition polymer of the alkyl phenols such as nonyl phenol, butyl naphthols, the ethylene oxide addition polymer of the alkyl naphthols such as octyl group naphthols, Palmic acid, stearic acid, the ethylene oxide addition polymer of the higher fatty acids such as oleic acid, stearyl phosphate ester, the ethylene oxide addition polymer of the lists such as bis-lauryl phosphate ester or bisalkyl phosphate (dialkylphosphoricacid), lauryl amine, the ethylene oxide addition polymer of the senior aliphatic amine such as stearmide, the high-grade aliphatic ester of the polyhydric alcohol such as sorbitan and ethylene oxide addition polymer thereof, and the copolymer of oxirane and expoxy propane.
Suitable anionic surfactants is as being the alkyl sulfate salt such as sodium lauryl sulfate, oleyl sulfate amine salt, the fatty acid salts such as Sodium docusate, enuatrol, sodium stearate, the alkylaryl sulfonates such as isopropyl naphthalene sulfonate, sodium metnylene bis-naphthalene sulfonate, sodium lignin sulfonate, dodecylbenzene sodium sulfonate.
Suitable cationic surface active agent can be such as higher aliphatic amine, quaternary ammonium salt, alkyl pyridine salt.
Further, for improving the character of preparation, improving the purpose of biological effect, the Herbicidal composition of the present invention can also contain other compositions as adjuvant, macromolecular compound, the thixotropic agent such as sodium polyphosphate, bentonite and other adjuvant such as such as gelatin, arabic gum, casein, albumin, animal glue, sodium alginate, polyvinyl alcohol, carboxymethyl cellulose, methylcellulose, hydroxymethyl cellulose.
As in the powder of dosage form of Herbicidal composition of the present invention, pulvis grossus, usually containing the compound (I) of the above-mentioned match ratio of 0.1��25 mass parts and compound (II) for 100 mass parts overall relative to Herbicidal composition as effective ingredient, all the other are solid carrier.
When wettable powder, water dispersion granule, usually containing the compound (I) of the above-mentioned match ratio of 1��90 mass parts and compound (II) for 100 mass parts overall relative to Herbicidal composition as effective ingredient, all the other are solid carrier and dispersion moisture agent.Colloid protective agent, thixotropic agent and defoamer can be added as required.
When granule, microgranule, usually containing the compound (I) of the above-mentioned match ratio of 0.1��35 mass parts and compound (II) for 100 mass parts overall relative to Herbicidal composition as effective ingredient, all the other major parts are solid carrier. Together with effective ingredient compound can be uniformly mixed in solid carrier, or can bond equably or be adsorbed on the surface of solid carrier. Particle diameter is generally 0.2��1.5mm.
When Emulsion, the compound (I) of the above-mentioned match ratio of 0.2��70 mass parts and compound (II) is usually contained as effective ingredient for 100 mass parts overall relative to Herbicidal composition, containing the emulsifying agent of 5��30 mass parts further, all the other are liquid-carrier. Other adjuvant such as antirust agent can be added as required.
Aqueous suspension, oil suspension are the compound (I) of the above-mentioned match ratio being generally 0.2��70 mass parts for 100 mass parts overall relative to Herbicidal composition and compound (II) as effective ingredient, use suitable surfactant to make it suspend or emulsion dispersion obtains in water or high boiling organic solvent. In order to keep ageing stability, it is possible to add thickening agent etc. as required.
Agent is jettisoninged for compound (I) and compound (II) are turned to suitable dosage form (such as effective ingredient, preparation in paddy field, powder, granule, tablet, Emulsion, block tablet etc.), and as required they subpackages are obtained in water miscible film or container. When agent is jettisoninged in paddy field, for 100 mass parts overall relative to Herbicidal composition, usually contain the compound (I) of the above-mentioned match ratio of 0.2��70 mass parts and compound (II) as effective ingredient. During use, agent of being jettisoninged in several��hundreds of above-mentioned paddy fields is directly sowed and is used in paddy field.
About the Herbicidal composition of the present invention, in order to expand herbicide spectrum, in order to extend the duration of herbicidal effect or in order to give the effect to high leaf age weeds, it is also possible to coordinate other herbicides. the herbicide coordinated can be such as butachlor, pretilachlor, thenylchlor (thenylchlor), pyributicarb (pyributicarb), mefenacet (mefenacet), fentrazamide (fentrazamide), oxaziclomefone (oxaziclomefone), indanofan (indanofan), cafenstrole (cafenstrole), Chinese mugwort point carbazones (ipfencarbazone), molinate (molinate), benthiocarb (benthiocarb), esprocarb (esprocarb), dimepiperate (dimepiperate), anilofos (anilofos), piperophos (piperophos), butamifos (butamifos), ethobenzanid (etobenzanide), Stam F-34 (propanil), cyhalofop-butyl (cyhalofop-butyl), metamifop (metamifop), fenoxaprop-P (fenoxaprop-ethyl), KIH 6127 (pyriminobac-methyl), pyriftalid (pyriftalid), pentoxazone (pentoxazone), bifenox (bifenox), pyraclonil (pyraclonil), oxadiazon (oxadiazon), oxadiargyl (oxadiargyl), pyrazolate, pyrazoxyfen, benzofenap, benzo dicyclo ketone, mesotrione, special furan triketone, pyrrole sulfone fluorine ketone (pyrasulfotole), benfuresate (benfuresate), bromobutide (bromobutide), daimuron (daimuron), cumyluron (cumyluron), clomeprop (clomeprop), MCPB, MCP, bentazone (bentazon), symetryne (simetryn), dimethametryn (dimethametryn), ACN, bensulfuron-methyl, azimsulfuron (azimsulfuron), pyrazosulfuron (pyrazosulfuron-ethyl), imidazoles sulphur grand (imazosulfuron), halosulfuronmethyl (halosulfuron), ethoxysulfuron (ethoxysulfuron), orthosulfamuron (orthosulfamuron), AC322140 (cyclosulfamuron), bispyribac-sodium (bispyribac-sodium), penoxsuam (penoxsulam), pyrimisulfan, piperazine imidazoles Sulfometuron Methyl (propyrisulfuron), fenoxasulfone, flucetosulfuron (flucetosulfuron), azoles oxadiazon (carfentrazone-ethyl), or bis ether halosulfuronmethyl (metazosulfuron).About the herbicide coordinated, synergy is demonstrated from the viewpoint of with the chloro-3-of 6-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinyl 4-morpholine formic acid esters, preferred pyrazolate, pyrazoxyfen, benzofenap, benzo dicyclo ketone, mesotrione or special furan triketone, more preferably pyrazolate. When the Herbicidal composition of the present invention contains compound (I) and compound (II) and contains the herbicide such as pyrazolate, pyrazoxyfen, benzofenap, benzo dicyclo ketone, mesotrione or the special furan triketone that coordinate further as effective ingredient, compound (I) relative to 1 mass parts, it is possible to coordinate pyrazolate, pyrazoxyfen, benzofenap, benzo dicyclo ketone, mesotrione or special furan triketone with the ratio of 0.1��50 mass parts.
The Herbicidal composition of the present invention is possible not only in paddy field to use, it is also possible to use in dry land, fruit tree garden, mulberry field and non-agricultural cultivated land.
The Herbicidal composition of the present invention about can carry out soil treatment before weeds germinate or after sprouting within 1 month, stem and leaf processes or water-retention processes. Soil treatment includes soil surface process, mixing with soil process etc., stem and leaf processes except the process carried out from the top of plant, also include the Local treatment etc. only weeds processed in the way of being not attached to crop, water-retention process include granule, leafing agent distribution, to the perfusion process etc. of the water surface.
Such as, in paddy field before weeds germinate or when carrying out soil treatment after germination, by the Herbicidal composition of the present invention is processed as effective ingredient with the amount of 0.1g��1000g for every 10a, preferred 1g��300g, it is possible to effectively drive away weeds.
Such as, when carrying out stem and leaf and processing, by the Herbicidal composition of the present invention is processed as effective ingredient with the amount of 0.1g��1000g for every 10a, preferred 1g��300g, it is possible to effectively drive away weeds.
Such as, when carrying out water-retention and processing, by the Herbicidal composition of the present invention is processed as effective ingredient with the amount of 0.1g��1000g for every 10a, preferred 1g��300g, it is possible to effectively drive away weeds.
The Herbicidal composition of the present invention can also mix with such as plant growth regulator, antibacterial, insecticide, acaricide, nematicide or fertilizer etc. and use.
In the present invention, except with containing above-claimed cpd (I) and compound (II) as beyond the Herbicidal composition of effective ingredient, it is also possible to use simultaneously or use respectively containing the compound (I) Herbicidal composition as effective ingredient and containing the compound (II) Herbicidal composition as effective ingredient. When using respectively, can previous utilization contain compound (I) as the Herbicidal composition of effective ingredient and containing compound (II) as using another kind of Herbicidal composition after any one in the Herbicidal composition of effective ingredient, it is possible to first use any of which. That is, the invention still further relates to the method for removing weeds, wherein, use simultaneously or use respectively compound that formula (I) represents and the compound that formula (II) represents.
Embodiment
Hereinafter, the preparation example and the test example that provide the Herbicidal composition of the present invention specifically illustrate, but the present invention is not limited to these examples. It should be noted that in following preparation example, " % " represents quality %.
Preparation example 1
Hydrating agents
By compound (I) (17.5 mass parts), compound (II) (0.625 mass parts), Carplex#80D (Shionogi Seiyaku Kabushiki Kaisha's system, 10 mass parts), GohsenolGL05-S (synthesis KCC of Japan system, 2 mass parts), Newcol291PG (sodium dioctyl sulfosuccinate, emulsifying agent Co., Ltd. of Japan system, 0.5 mass parts), Neogen powder (Di-ichi Kogyo Seiyaku Co., Ltd.'s system, 5 mass parts), Radiolite#200 (Showa chemical industry Co., Ltd. system, 10 mass parts) and H micropowder (HFinepower) (open and Lu Cai Co., Ltd. system, 54.375 mass parts) it is sufficiently carried out mixing.Use AirMill (Seishin enterprise of Co., Ltd. system, SK-JETOMIZER model 0101) mixture is pulverized, obtain compound (I) (17.5%) and the hydrating agents of compound (II) (0.625%).
Test example 1
Weeds under water storage condition produce the herbicidal effect of pre-treatment
The basin of 1/10000a is filled paddy field soil, after smooth soil, the tuber of the wild Corm Eleocharitis (ELE) that plantation dormancy has been awakened. Additionally, fill paddy field soil in the basin of another 1/10000a, after smooth soil, deeply transplant the Oryza sativa L. (ORY, kind: Japan is fine) of 1.8 leaf ages with 2cm. The regulation dose of the hydrating agents prepared according to preparation example 1, after 1 day, is diluted in water, carries out water-retention soil treatment by smooth soil. After chemicals treatment 26 days, according to following determinating reference, herbicidal effect is judged. The results are shown in table 1. In table, the investigation result after processing 26 days describes value (desired value) that obtained by Colby formula (Weeds15, P20-22,1967), that represent addition effect when being mixed by 2 kinds of compounds simultaneously. More than the situation of desired value, actual experimental result then represents that this is combined as and has synergistic combination.
Determinating reference
0: growth inhibition ratio 0��9%
1: growth inhibition ratio 10��18%
2: growth inhibition ratio 19��27%
3: growth inhibition ratio 28��36%
4: growth inhibition ratio 37��45%
5: growth inhibition ratio 46��54%
6: growth inhibition ratio 55��63%
7: growth inhibition ratio 64��72%
8: growth inhibition ratio 73��81%
9: growth inhibition ratio 82��90%
10: growth inhibition ratio 91��100%
Table 1
* the desired value obtained by Colby formula is represented in bracket.
Test example 2
The herbicidal effect that the weed growth phase under water storage condition processes
The basin of 1/10000a is filled paddy field soil, after smooth soil, the seed of sowing firefly Lin (SCI), it is mixed into upper soll layer. Additionally, fill paddy field soil in the basin of another 1/10000a, after smooth soil, the tuber of the wild Corm Eleocharitis (ELE) of plantation. Smooth soil is (SCI:2��2.5 leaf phase, ELE:10cm) after 8 days, is diluted in water by the regulation dose of the hydrating agents prepared according to preparation example 1, carries out water-retention soil treatment. After chemicals treatment 26 days, according to above-mentioned determinating reference, herbicidal effect is judged. The results are shown in table 2. It should be noted that in the same manner as table 1, table describes the desired value obtained by Colby formula simultaneously.
Table 2
* the desired value obtained by Colby formula is represented in bracket.
Test example 3
Weeds produce the herbicidal effect (the also use-cases with other herbicides) of pre-treatment
The basin of 1/10000a is filled paddy field soil, after smooth soil, sows the seed of barnyard grass (ECH), firefly Lin (SCI), be mixed into upper soll layer. Additionally, fill paddy field soil in the basin of another 1/10000a, after smooth soil, Rhizoma Alismatis (SAT) that plantation dormancy has been awakened, short Rhizoma sagittariae sagittifoliae (SAP), Herba Cyperi Glomerati (CYP), wild Corm Eleocharitis (ELE) tuber. Each basin is in water-retention state after sowing or transplanting, makes it grow in greenhouse. The regulation dose of the hydrating agents prepared according to preparation example 1, after 1 day, is diluted in water by smooth soil, carries out water-retention soil treatment, and herbicidal effect, after 26 days, according to above-mentioned determinating reference, has been judged by chemicals treatment. The results are shown in table 3.
Table 3
Confirmed by test example 1��3, processed by combination of compounds (I) and compound (II), the weeds tested are shown the synergy beyond anticipation, with by compared with being used alone the situation that each compound carries out processing, achieve higher herbicidal effect with less dose, and Oryza sativa L. is shown high safety.
Industrial applicability
The Herbicidal composition of the present invention may serve as agricultural or horticultural use herbicide, while expanding herbicide spectrum, also having can with lesser amount of effective ingredient to prevent and kill off the such synergism beyond anticipation of the worst weeds, and, poisoning is produced without to crop, it is excellent accordingly, as agricultural or horticultural use herbicide.
Claims (3)
1. a Herbicidal composition, the compound that the compound represented containing following formula (I) and following formula (II) represent is as effective ingredient, wherein, the match ratio of the compound that the formula (II) for the compound that 1 mass parts formula (I) represents represents is 0.005��1 mass parts
2. Herbicidal composition as claimed in claim 1, described Herbicidal composition contains compound that formula (I) represents, formula (II) represents compound and pyrazolate are as effective ingredient.
3. the method for removing weeds, in described method, the compound that the compound simultaneously used or use formula (I) to represent respectively and formula (II) represent, wherein, the match ratio of the compound represented relative to the formula (II) for the compound that 1 mass parts formula (I) represents is 0.005��1 mass parts
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2012068226A JP5898543B2 (en) | 2012-03-23 | 2012-03-23 | Herbicidal composition |
| JP2012-068226 | 2012-03-23 | ||
| PCT/JP2013/058289 WO2013141358A1 (en) | 2012-03-23 | 2013-03-22 | Herbicidal composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104284585A CN104284585A (en) | 2015-01-14 |
| CN104284585B true CN104284585B (en) | 2016-06-08 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201380015743.XA Active CN104284585B (en) | 2012-03-23 | 2013-03-22 | Herbicidal composition |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JP5898543B2 (en) |
| KR (1) | KR102032312B1 (en) |
| CN (1) | CN104284585B (en) |
| TW (1) | TWI563917B (en) |
| WO (1) | WO2013141358A1 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105145609A (en) * | 2015-08-31 | 2015-12-16 | 北京燕化永乐生物科技股份有限公司 | Herbicide mixture |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101394743A (en) * | 2005-09-16 | 2009-03-25 | 拜尔作物科学股份公司 | Use of sulfonanilides as herbicide |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2457575C (en) | 2001-08-17 | 2010-12-21 | Sankyo Agro Company, Limited | 3-phenoxy-4-pyridazinol derivatives and herbicidal composition containing the same |
| JP4580171B2 (en) * | 2003-02-13 | 2010-11-10 | 三井化学アグロ株式会社 | Herbicidal composition containing 3-phenoxy-4-pyridazinol derivative |
| JP4580172B2 (en) | 2003-02-13 | 2010-11-10 | 三井化学アグロ株式会社 | Herbicidal composition containing 3-phenoxy-4-pyridazinol compound |
| JP4549690B2 (en) | 2003-02-13 | 2010-09-22 | 三井化学アグロ株式会社 | Herbicidal composition containing 3-phenoxy-4-pyridazinol derivative |
| JP4580173B2 (en) | 2003-02-13 | 2010-11-10 | 三井化学アグロ株式会社 | Herbicidal composition containing 3-phenoxy-4-pyridazinol compound |
| JP4580174B2 (en) | 2003-02-13 | 2010-11-10 | 三井化学アグロ株式会社 | Herbicidal composition containing 3-phenoxy-4-pyridazinol compound |
| JP4580175B2 (en) | 2003-02-13 | 2010-11-10 | 三井化学アグロ株式会社 | Herbicidal composition containing 3-phenoxy-4-pyridazinol derivative |
| JP4580176B2 (en) | 2003-02-13 | 2010-11-10 | 三井化学アグロ株式会社 | Herbicidal composition containing 3-phenoxy-4-pyridazinol derivative |
| JP4643953B2 (en) | 2003-09-12 | 2011-03-02 | 三井化学アグロ株式会社 | Herbicidal composition |
| JP2008201693A (en) | 2007-02-19 | 2008-09-04 | Bayer Cropscience Ag | Mixed herbicidal composition for paddy field |
| DE102008037620A1 (en) * | 2008-08-14 | 2010-02-18 | Bayer Crop Science Ag | Herbicide combination with dimethoxytriazinyl-substituted difluoromethanesulfonylanilides |
| JP5399041B2 (en) | 2008-10-31 | 2014-01-29 | 三井化学アグロ株式会社 | Herbicidal composition |
| JP5553682B2 (en) | 2009-05-29 | 2014-07-16 | 三井化学アグロ株式会社 | Herbicidal composition |
| JP5553683B2 (en) | 2009-05-29 | 2014-07-16 | 三井化学アグロ株式会社 | Herbicidal composition |
| JP2011190198A (en) * | 2010-03-12 | 2011-09-29 | Mitsui Chemicals Agro Inc | Mixed herbicidal composition |
| JP2011190197A (en) | 2010-03-12 | 2011-09-29 | Mitsui Chemicals Agro Inc | Mixed herbicidal composition |
| JP5546912B2 (en) | 2010-03-12 | 2014-07-09 | 三井化学アグロ株式会社 | Herbicidal composition |
| JP2012180320A (en) * | 2011-03-02 | 2012-09-20 | Nippon Nohyaku Co Ltd | Herbicide composition and method for using the same |
| EA027413B1 (en) * | 2011-11-30 | 2017-07-31 | Зингента Лимитед | 2-(substituted-phenyl)cyclopentane-1,3-dione compounds, and derivatives thereof |
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2013
- 2013-03-22 WO PCT/JP2013/058289 patent/WO2013141358A1/en active Application Filing
- 2013-03-22 TW TW102110298A patent/TWI563917B/en active
- 2013-03-22 CN CN201380015743.XA patent/CN104284585B/en active Active
- 2013-03-22 KR KR1020147029270A patent/KR102032312B1/en active IP Right Grant
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101394743A (en) * | 2005-09-16 | 2009-03-25 | 拜尔作物科学股份公司 | Use of sulfonanilides as herbicide |
Also Published As
| Publication number | Publication date |
|---|---|
| KR102032312B1 (en) | 2019-10-15 |
| TW201400019A (en) | 2014-01-01 |
| WO2013141358A1 (en) | 2013-09-26 |
| JP5898543B2 (en) | 2016-04-06 |
| CN104284585A (en) | 2015-01-14 |
| TWI563917B (en) | 2017-01-01 |
| JP2013199445A (en) | 2013-10-03 |
| KR20140144230A (en) | 2014-12-18 |
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