CN104284585A - Herbicidal composition - Google Patents
Herbicidal composition Download PDFInfo
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- CN104284585A CN104284585A CN201380015743.XA CN201380015743A CN104284585A CN 104284585 A CN104284585 A CN 104284585A CN 201380015743 A CN201380015743 A CN 201380015743A CN 104284585 A CN104284585 A CN 104284585A
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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
The objective of the present invention is to provide a herbicidal composition having a highly herbicidal effect on vital weeds in a rice paddy and is highly safe for paddy rice. The present invention provides a herbicidal composition containing a compound expressed by general formula (I) and a compound expressed by general formula (II) as active ingredients.
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 active ingredient.
Background technology
At present, as herbicide for paddy field, many weed killer herbicides are practical, and are often used widely as single dose and intermixture, but paddy land weed is of a great variety, and the germination of each weeds and growth period different, it produces is over a long time.Therefore, it is very difficult for preventing and kill off all weeds by weed killer herbicide distribution once.Therefore, as weed killer herbicide, strong hope can witheredly kill the multiple weeds comprising annual weed and perennial weed (that is, broad weed-killing spectrum), to the weeds grown also effectively, can maintain within certain period but careless effect and appearance to the high medicament of Security of rice.
Have been reported and claim 6-chloro-3-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinyl 4-morpholine formic acid esters to have activity of weeding.But, although there is high effect to annual, perennial weed, but need to a part of weeds (such as, wild water chestnut (Eleocharis kuroguwai Ohwi, Japanese: Network ロ グ ワ イ) as main paddy land weed) there is higher effect (patent document 1).In addition, have about the chloro-3-of 6-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinyl 4-morpholine formic acid esters and there is the weed killer 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 document 1, 2, 9), and 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)) and the report (patent document 3 ~ 8 of use-case etc., 10 ~ 13).And, also the also use-case of the weed killer herbicide (such as, pyrazolate, pyrazoxyfen, benzofenap, benzo dicyclo ketone, mesotrione or special furan triketone) reporting the chloro-3-of 6-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinyl 4-morpholine formic acid esters and have whitening action and the weed killer herbicide comprising butachlor (butachlor), the third careless amine (pretilachlor) etc. is had to have act synergistically (patent document 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 the also use-case that comprises these two compounds and pyrazolate, pyrazoxyfen, benzofenap, benzo dicyclo ketone, mesotrione or special furan triketone be never in the news.
On the other hand, N-{2-[(4,6-dimethoxy-1,3,5-triazine-2-base) carbonyl]-6-fluorophenyl }-1,1-difluoro-N-methyl Methanesulfomide is known compound, has been reported and claims it to have activity of weeding (patent document 16) to paddy land weed.But, N-{2-[(4,6-dimethoxy-1,3,5-triazine-2-base) carbonyl]-6-fluorophenyl } effect of-1,1-difluoro-N-methyl Methanesulfomide to annual broadleaf weed, Monochoria vaginalis (Monochoria vaginalis) etc. but may not be abundant.
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 also can be used with other weed killer herbicides as required simultaneously, as other weed killer herbicides, illustrates and has acetyl herbicide, triazine herbicide or sulfonylurea herbicide etc.In addition, also have about N-{2-[(4,6-dimethoxy-1,3,5-triazine-2-base) carbonyl]-6-fluorophenyl }-1,1-difluoro-N-methyl Methanesulfomide and sulfonylurea herbicide (bensulfuron-methyl etc.) concrete the report (patent document 17) of use-case 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 document
Patent document
Patent document 1:WO03/016286 publication
Patent document 2: Japanese Unexamined Patent Publication 2004-262934 publication
Patent document 3: Japanese Unexamined Patent Publication 2004-262935 publication
Patent document 4: Japanese Unexamined Patent Publication 2004-262936 publication
Patent document 5: Japanese Unexamined Patent Publication 2004-262937 publication
Patent document 6: Japanese Unexamined Patent Publication 2004-262938 publication
Patent document 7: Japanese Unexamined Patent Publication 2004-262939 publication
Patent document 8: Japanese Unexamined Patent Publication 2004-262940 publication
Patent document 9: Japanese Unexamined Patent Publication 2005-104976 publication
Patent document 10: Japanese Unexamined Patent Publication 2010-105982 publication
Patent document 11: Japanese Unexamined Patent Publication 2011-006385 publication
Patent document 12: Japanese Unexamined Patent Publication 2011-006386 publication
Patent document 13: Japanese Unexamined Patent Publication 2011-190196 publication
Patent document 14: Japanese Unexamined Patent Publication 2011-190197 publication
Patent document 15: Japanese Unexamined Patent Publication 2011-190198 publication
Patent document 16: Japanese Unexamined Patent Application Publication 2009-507866 publication
Patent document 17: Japanese Unexamined Patent Publication 2008-201693 publication
Summary of the invention
Present inventor is for the object of the problems referred to above of improvement weed killer herbicide in the past, once scatter can prevent and kill off various weeds completely to passing through, and paddy rice is had to the safety of height, the weed killer 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, 1-difluoro-N-methyl Methanesulfomide combinationally uses, not only expand herbicide spectrum, can also obtain and prevent and kill off the such effect (synergy) exceeding the excellence of anticipation of the worst weeds with the active ingredient of less amount, and, also poisoning can not be produced to paddy rice, thus complete 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 general formula (I) is (following, be called compound (I)) and compound N-{ 2-[(4 of representing of following general formula (II), 6-dimethoxy-1,3,5-triazine-2-base) carbonyl]-6-fluorophenyl }-1,1-difluoro-N-methyl Methanesulfomide is (following, be called compound (II)) as active ingredient
In addition, the present invention is a kind of method for removing weeds, in described method, uses simultaneously or uses compound (I) and compound (II) respectively.
Herbicidal composition of the present invention has wide herbicide spectrum, to (such as, the grassy weed such as barnyard grass (Echinochloa oryzoides) such as the various weeds thrown into question in paddy field etc.; Procumbent Falsepimpernel (Lindernia procumbens), Lindernia micrantha (Lindernia micrantha), mexicana (Rotala indica var.uliginosa), three stamen waterworts (Elatine triandra), horsefly eye grass (Dopatrium junceum), spend more the broad leaved weeds such as water amaranth (Ammannia multiflora), Monochoria vaginalis; The sedge weeds such as difformed galingale herb (Cyperus difformis L.), firefly Lin (Scirpus juncoides Roxb), needle spikesedge herb (Eleocharis acicularis), Herba Cyperi Glomerati (Cyperus serotinus), wild water chestnut; And/or the Alismataceae weeds such as short arrowhead (Sagittaria pygmaea Miq.), rhizoma alismatis (Sagittaria trifolia L.), A.canaliculatum (Alisma canaliculatum)) demonstrate excellent activity of weeding, especially, continue to demonstrate excellent activity of weeding (synergy) within certain period to as firefly Lin of main paddy land weed, wild water chestnut, and can not demonstrate to crops such as paddy rice the poisoning thrown into question.
Therefore, Herbicidal composition of the present invention can suppress the germination of weeds and growth, witheredly kill weeds with few active ingredient amount and access times, especially, because required access times are few, and preventive effect can continue, so can realize the minimizing of labour needed for weed control operation within certain period.
Embodiment
About each term used in claims of the application and specification, 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.
About compound (I) and the compound (II) of the active ingredient as Herbicidal composition of the present invention, known technology manufacture can be adopted by those skilled in the art, especially, can manufacture according to the record of WO03/016286 publication and Japanese Unexamined Patent Application Publication 2009-507866 publication.
In addition, as compound (I) or compound (II) the also solvate of inclusion compound (I) or compound (II) or the solvate of their salt of the active ingredient of Herbicidal composition of the present invention.
Such as, in Herbicidal composition of the present invention, relative to the compound (I) of 1 mass parts, can with the ratio complex compounds (II) of 0.001 ~ 10 mass parts.Match ratio is preferably 0.005 ~ 5 mass parts, is more preferably 0.005 ~ 1 mass parts.By using compound (I) and compound (II) with such match ratio, collaborative herbicidal effect can be obtained.
Herbicidal composition of the present invention only can contain compound (I) and compound (II) itself, also can coordinate with carrier and other adjuvants as required, be prepared into as the normally used dosage form of weed killer herbicide (such as, pulvis, dust base, fine granule, granula, particle hydrating agents, emulsion, aqueous suspension, oil suspension, paddy field jettisoning agent) use.
Carrier described herein can be mixed in weed killer herbicide, synthesis or natural inorganic or organic substance to help active ingredient compound to arrive plant or to make the storage of active ingredient, transport or process easily carry out.
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, mica, pyrophyllite, float stone, vermiculite, gypsum, dolomite, diatomite, magnesium lime, apatite, zeolite, moisture amorphous silicon di-oxide, silica, synthetic calcium silicate, kaolin, bentonite, calcium carbonate; The vegetalitas organic substances such as soybean meal, tobacco powder, walnut powder, wheat flour, wood powder, starch, avicel cellulose; The synthesis such as coumarone resin, Petropols, alkyd resins, polyvinyl chloride, poly alkylene glycol, ketone resin, ester gum, Ke Bai glue (gum copal), dammar gum or natural macromolecular compound; The wax classes such as Brazil wax, paraffin, beeswax; Or, urea.
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 diox, oxolane; The ketones such as acetone, methyl ethyl ketone, diisobutyl ketone, cyclohexanone, acetophenone, isophorone; The ester classes such as ethyl acetate, pentyl acetate, acetic acid glycol ester, acetic acid binaryglycol ester, dibutyl maleate, diethyl succinate; The alcohols such as methyl alcohol, hexanol, ethylene glycol, diethylene glycol, cyclohexanol, benzylalcohol; The ether alcohol classes such as glycol ethyl ether, ethylene glycol phenyl ether, diethylene glycol ethyl ether, buiyl diglycol; Dimethyl formamide, dimethyl sulfoxide (DMSO) polar solvent; Or, water.
For emulsification, dispersion, moistening, expansion, combination, disintegrative adjustment, stable effective ingredients, liquidity costs, antirust, promote to plant the object such as absorption, Herbicidal composition of the present invention can also containing surfactant as adjuvant.Surfactant can be ionic surfactant, also can be nonionic surface active agent.
Suitable nonionic surface active agent can be such as the sucrose ester of fatty acid, laruyl 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, palmitic acid, stearic acid, the ethylene oxide addition polymer of the higher fatty acid such as oleic acid, stearyl phosphate, the ethylene oxide addition polymer of the lists such as two Tryfac 5573s or bisalkyl phosphate (dialkyl phosphoric acid), lauryl amine, the ethylene oxide addition polymer of the senior aliphatic amine such as stearmide, the high-grade aliphatic ester of the polyalcohols 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 NaLS, oleyl sulfate amine salt, the fatty acid salts such as Sodium docusate, enuatrol, odium stearate, the alkylaryl sulfonatess such as isopropyl naphthalene sulfonate, sodium metnylene bis-naphthalene sulfonate, sodium lignin sulfonate, neopelex.
Suitable cationic surface active agent can be such as higher aliphatic amine, quaternary ammonium salt, alkyl pyridine salt.
Further, for improving the proterties of preparation, improving the object of biological effect, Herbicidal composition of the present invention can also containing other compositions as adjuvant, macromolecular compound, the thixotropic agent such as sodium polyphosphate, bentonite and other adjuvants such as such as gelatin, gum Arabic, casein, albumin, animal glue, sodium alginate, polyvinyl alcohol, carboxymethyl cellulose, methylcellulose, CMC.
As in the pulvis of the dosage form of Herbicidal composition of the present invention, dust base, the compound (I) of the above-mentioned match ratio usually containing 0.1 ~ 25 mass parts for 100 mass parts overall relative to Herbicidal composition and compound (II) are as active ingredient, and all the other are solid carrier.
When wetting powder, water dispersion granule, the compound (I) of the above-mentioned match ratio usually containing 1 ~ 90 mass parts for 100 mass parts overall relative to Herbicidal composition and compound (II) are as active ingredient, and all the other are solid carrier and dispersion moisture agent.Colloid protective agent, thixotropic agent and defoamer can be added as required.
When granula, fine granule, the compound (I) of the above-mentioned match ratio usually containing 0.1 ~ 35 mass parts for 100 mass parts overall relative to Herbicidal composition and compound (II) are as active ingredient, and all the other major parts are solid carrier.Active ingredient compound can mix equably with 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 usually containing 0.2 ~ 70 mass parts for 100 mass parts overall relative to Herbicidal composition and compound (II) are as active ingredient, emulsifier further containing 5 ~ 30 mass parts, all the other are liquid-carrier.Other adjuvants such as antirust agent can be added as required.
Aqueous suspension, oil suspension be generally for 100 mass parts overall relative to Herbicidal composition the compound (I) of the above-mentioned match ratio of 0.2 ~ 70 mass parts and compound (II) as active 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, thickener etc. can be added as required.
Agent is jettisoninged for compound (I) and compound (II) are turned to suitable formulation (such as active ingredient, preparation in paddy field, pulvis, granula, tablet, emulsion, block tablet etc.), and as required they point to be wrapped in and to obtain in water miscible film or container.When agent is jettisoninged in paddy field, for 100 mass parts overall relative to Herbicidal composition, the compound (I) of the above-mentioned match ratio usually containing 0.2 ~ 70 mass parts and compound (II) are as active 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 Herbicidal composition of the present invention, in order to expand herbicide spectrum, in order to extend herbicidal effect duration or in order to give the effect to high leaf age weeds, also can coordinate other weed killer herbicides.The weed killer herbicide coordinated can be such as butachlor, third careless amine, 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), phonetic aniline sulphur grand (orthosulfamuron), AC322140 (cyclosulfamuron), two careless ether (bispyribac-sodium), penoxsuam (penoxsulam), pyrimisulfan, piperazine imidazoles Sulfometuron Methyl (propyrisulfuron), fenoxasulfone, flucetosulfuron (flucetosulfuron), azoles humulone (carfentrazone-ethyl), or bis ether halosulfuronmethyl (metazosulfuron).About the weed killer 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.Herbicidal composition of the present invention contain compound (I) and compound (II) and containing the weed killer herbicide coordinated, such as pyrazolate, pyrazoxyfen, benzofenap, benzo dicyclo ketone, mesotrione or special furan triketone are as active ingredient further when, relative to the compound (I) of 1 mass parts, pyrazolate, pyrazoxyfen, benzofenap, benzo dicyclo ketone, mesotrione or special furan triketone can be coordinated with the ratio of 0.1 ~ 50 mass parts.
Herbicidal composition of the present invention not only can use in paddy field, also can use in dry land, fruit tree garden, mulberry field and non-agricultural cultivated land.
Herbicidal composition of the present invention about can carry out soil treatment, cauline leaf process or retaining process within 1 month before weeds germinate or after sprouting.Soil treatment comprises soil surface process, soil mixed processing etc., cauline leaf process is except the process carried out from the top of plant corpus, also comprise being not attached to the mode of crop only to the Local treatment etc. that weeds process, retaining process comprises granula, the distribution of leafing agent, the perfusion process etc. to the water surface.
Such as, in paddy field before weeds germinate or when carrying out soil treatment after germinateing, by being processed as active ingredient with 0.1g ~ 1000g for every 10a, the preferably amount of 1g ~ 300g by Herbicidal composition of the present invention, effectively weeds can be driven away.
Such as, when carrying out cauline leaf process, by being processed as active ingredient with 0.1g ~ 1000g for every 10a, the preferably amount of 1g ~ 300g by Herbicidal composition of the present invention, effectively can drive away weeds.
Such as, when carrying out retaining process, by being processed as active ingredient with 0.1g ~ 1000g for every 10a, the preferably amount of 1g ~ 300g by Herbicidal composition of the present invention, effectively can drive away weeds.
Herbicidal composition of the present invention also can mix with such as plant growth regulator, bactericide, insecticide, miticide, nematocide or fertilizer etc. and use.
In the present invention, except using containing above-claimed cpd (I) and compound (II) as except the Herbicidal composition of active ingredient, also can use simultaneously or using respectively containing compound (I) as the Herbicidal composition of active ingredient and containing the Herbicidal composition of compound (II) as active ingredient.When using respectively, can previous utilization contain compound (I) as the Herbicidal composition of active ingredient and containing compound (II) as using another kind of Herbicidal composition after any one in the Herbicidal composition of active ingredient, can first use wherein any one.That is, the invention still further relates to the method for removing weeds, wherein, using or compound that the compound that uses general formula (I) to represent respectively and general formula (II) represent simultaneously.
Embodiment
Below, the formulation example and the test example that provide Herbicidal composition of the present invention are described particularly, but the present invention is not limited to these examples.It should be noted that, in following formulation example, " % " represents quality %.
formulation 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), Gohsenol GL05-S (Japanese synthetic chemistry Co., Ltd. system, 2 mass parts), Newcol291PG (sodium dioctyl sulfosuccinate, emulsifier 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 micro mist (H Fine power) (open and Lu Cai Co., Ltd. system, 54.375 mass parts) mix fully.Use Air Mill (Seishin enterprise of Co., Ltd. system, SK-JET O MIZER model 0101) mixture is pulverized, obtain the hydrating agents of compound (I) (17.5%) and compound (II) (0.625%).
test example 1
Weeds under water storage condition produce the herbicidal effect of pre-treatment
Paddy field soil is filled in the basin of 1/10000a, after smooth soil, the stem tuber of the wild water chestnut (ELE) that plantation dormancy has been awakened.In addition, in the basin of another 1/10000a, fill paddy field soil, after smooth soil, deeply transplant the paddy rice (ORY, kind: Japan is fine) of 1.8 leaf ages with 2cm.The regulation dose of the hydrating agents prepared according to formulation example 1, after 1 day, is diluted in water, carries out retaining soil treatment by smooth soil.Chemicals treatment, after 26 days, according to following determinating reference, judges herbicidal effect.The results are shown in table 1.In table, process in the investigation result after 26 days and describe 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.The situation that actual experimental result is greater than desired value 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 of the weed growth phase process under water storage condition
In the basin of 1/10000a, fill paddy field soil, after smooth soil, the seed of sowing firefly Lin (SCI), is mixed into upper soll layer.In addition, in the basin of another 1/10000a, fill paddy field soil, after smooth soil, plant the stem tuber of wild water chestnut (ELE).Smooth soil is (SCI:2 ~ 2.5 leaf phase, ELE:10cm) after 8 days, is diluted in water, carries out retaining soil treatment by the regulation dose of the hydrating agents prepared according to formulation example 1.Chemicals treatment, after 26 days, according to above-mentioned determinating reference, judges herbicidal effect.The results are shown in table 2.It should be noted that, in the same manner as table 1, in table, describe 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 (with the also use-case of other weed killer herbicides) of pre-treatment
In the basin of 1/10000a, fill paddy field soil, after smooth soil, the seed of sowing barnyard grass (ECH), firefly Lin (SCI), is mixed into upper soll layer.In addition, in the basin of another 1/10000a, fill paddy field soil, after smooth soil, plantation dormancy awakened rhizoma alismatis (SAT), short arrowhead (SAP), Herba Cyperi Glomerati (CYP), wild water chestnut (ELE) stem tuber.Each basin is in retaining state in sowing or after transplanting, and makes it grow in greenhouse.The regulation dose of the hydrating agents prepared according to formulation example 1, after 1 day, is diluted in water, carries out retaining soil treatment by smooth soil, and chemicals treatment, after 26 days, according to above-mentioned determinating reference, judges herbicidal effect.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 to the synergy exceeding anticipation, with by being used alone each compound to carry out compared with situation about processing, achieve higher herbicidal effect with less dose, and high safety is shown to paddy rice.
utilizability in industry
Herbicidal composition of the present invention can be used as agricultural or horticultural use weed killer herbicide, while expansion herbicide spectrum, also having can with the active ingredient of less amount to prevent and kill off the such synergy exceeding anticipation of the worst weeds, and, also poisoning can not be produced to crop, therefore, be excellent as agricultural or horticultural use weed killer herbicide.
Claims (6)
1. a Herbicidal composition, the compound that the compound represented containing following general formula (I) and following general formula (II) represent is as active ingredient
2. Herbicidal composition as claimed in claim 1, wherein, the match ratio of the compound represented relative to the general formula (II) for the compound that 1 mass parts general formula (I) represents is 0.001 ~ 10 mass parts.
3. Herbicidal composition as claimed in claim 1, wherein, the match ratio of the compound represented relative to the general formula (II) for the compound that 1 mass parts general formula (I) represents is 0.005 ~ 5 mass parts.
4. Herbicidal composition as claimed in claim 1, wherein, the match ratio of the compound represented relative to the general formula (II) for the compound that 1 mass parts general formula (I) represents is 0.005 ~ 1 mass parts.
5. the Herbicidal composition according to any one of Claims 1 to 4, the compound that described Herbicidal composition contains compound that general formula (I) represents, general formula (II) represents and pyrazolate are as active ingredient.
6., for removing a method for weeds, in described method, use or compound that the compound that uses general formula (I) to represent respectively and general formula (II) represent simultaneously.
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 |
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| Publication Number | Publication Date |
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| CN104284585A true CN104284585A (en) | 2015-01-14 |
| CN104284585B CN104284585B (en) | 2016-06-08 |
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| 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) |
Cited By (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 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2330089T3 (en) | 2001-08-17 | 2009-12-04 | Mitsui Chemicals Agro, Inc. | DERIVED FROM 3-FENOXI-4-PIRIDAZINOL AND HERBICIDE COMPOSITION THAT CONTAINS. |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| JP4643953B2 (en) | 2003-09-12 | 2011-03-02 | 三井化学アグロ株式会社 | Herbicidal composition |
| JP2007106745A (en) * | 2005-09-16 | 2007-04-26 | Bayer Cropscience Ag | Utilization of sulfonanilide compounds as herbicide |
| 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 |
| JP5553683B2 (en) | 2009-05-29 | 2014-07-16 | 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 |
| 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 |
| JP2011190198A (en) * | 2010-03-12 | 2011-09-29 | Mitsui Chemicals Agro Inc | Mixed herbicidal composition |
| JP2012180320A (en) * | 2011-03-02 | 2012-09-20 | Nippon Nohyaku Co Ltd | Herbicide composition and method for using the same |
| PL2785181T3 (en) * | 2011-11-30 | 2017-08-31 | Syngenta Limited | 2-(substituted-phenyl)-cyclopentane-1,3-dione compounds, and derivatives thereof |
-
2012
- 2012-03-23 JP JP2012068226A patent/JP5898543B2/en active Active
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2013
- 2013-03-22 CN CN201380015743.XA patent/CN104284585B/en active Active
- 2013-03-22 TW TW102110298A patent/TWI563917B/en active
- 2013-03-22 KR KR1020147029270A patent/KR102032312B1/en active IP Right Grant
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| Publication number | Priority date | Publication date | Assignee | Title |
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| 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 |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20140144230A (en) | 2014-12-18 |
| JP2013199445A (en) | 2013-10-03 |
| TWI563917B (en) | 2017-01-01 |
| JP5898543B2 (en) | 2016-04-06 |
| TW201400019A (en) | 2014-01-01 |
| WO2013141358A1 (en) | 2013-09-26 |
| CN104284585B (en) | 2016-06-08 |
| KR102032312B1 (en) | 2019-10-15 |
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