CN101137291A - Herbicidal suspension - Google Patents
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- CN101137291A CN101137291A CNA2006800081036A CN200680008103A CN101137291A CN 101137291 A CN101137291 A CN 101137291A CN A2006800081036 A CNA2006800081036 A CN A2006800081036A CN 200680008103 A CN200680008103 A CN 200680008103A CN 101137291 A CN101137291 A CN 101137291A
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Abstract
A herbicidal suspension comprising (1) a sulfonylurea compound or its salt as a herbicidal component, (2) at least one surfactant selected from the group consisting of an alkoxylated sorbitol fatty acid ester and an alkoxylated sorbitan fatty acid ester, and (3) a water-immiscible diluent. A method for controlling undesired plants or inhibiting their growth, which comprises applying a herbicidally effective amount of the herbicidal suspension to the undesired plants or to a place where they grow.
Description
Technical field
The present invention relates to a kind of Herbicidal suspension, it contains as the solsonylurea compounds of herbicidal active component or its salt and has stable herbicidal effect, crop safety and practice are gone up gratifying effect.
Background technology
In recent years, various researchs have been carried out to obtain stably to show good herbicidal effect and the agricultural chemicals that crop is not had illeffects and can use safely.In addition, people tend to use the various agricultural chemicals additives that can reduce agricultural chemicals to the ill-effect of human and environment as much as possible.
In these cases, desirable is the substitute of promptly developing for the conventional agricultural chemicals with the problems referred to above, and provides the friendly and practical agricultural chemicals to human and environment to market.
EP 0598515 discloses a kind of herbicidal composition of increased activity, and it comprises aliphatic amine surfactant and the vegetable oil and/or the mineral oil of specific solsonylurea compounds, ethoxylation.Yet further research requires to realize preparaton fully practical and that have high added value.
In these cases, the inventor has carried out broad research to address the above problem and to have finished thus the present invention.
Summary of the invention
In other words, in order to overcome the problems referred to above, the inventor has carried out concern herbicidal effect and toxicity, and further pays close attention to the research to the safety of human and environment.The result, they find to contain solsonylurea compounds or its salt Herbicidal suspension as active component, it is fully practical for example have good physics and chemical property, and it has the advantage to crop safety as more excellent activity of weeding or raising.
The invention provides a kind of Herbicidal suspension, it comprises (1) solsonylurea compounds or its salt as herbicidal, (2) at least a surfactant and (3) and the immiscible thinner of water that are selected from the group of forming by alkoxylate sorbitol fatty acid ester and alkoxylate sorbitan fatty ester; And provide a kind of by this Herbicidal suspension control unwelcome plant or suppress their the growth method.
Preferred forms of the present invention
This solsonylurea compounds is the compound with following part-structure:
(wherein X is hydrogen atom or alkyl), and it for example can be sulphur ammonia sulphur grand (amidosulfuron), tetrazolium sulphur swells (azimsulfuron), bensulfuron-methyl (bensulfuron-methyl), chlorimuronethyl (chlorimuron-ethyl), green sulphur swells (chlorsulfuron), cinosulfuron (cinosulfuron), encircle third sulphur grand (cyclosulfamuron), ethametsulfuron (ethametsulfuron-methyl), ethoxysulfuron (ethoxysulfuron), flazasulfuron (flazasulfuron), fluorine pyrrole sulphur swells (flucetosulfuron), fluorine pyridine sulphur swells (flupyrsulfuron), foramsulfuron (foramsulfuron), pyrrole chlorine sulphur swells (halosulfuron-methyl), pyridine miaow sulphur swells (imazosulfuron), iodine sulphur swells (iodosulfuron), different metsulfuron-methyl (isosulfuron-methyl), mesosulfuronmethyl (mesosulfuron-methyl), metsulfuron-methyl (metsulfuron-methyl), nicosulfuron (nicosulfuron), encircle the third oxygen sulphur grand (oxasulfuron), primisulfuronmethyl (primisulfuron-methyl), fluorine third sulphur swells (prosulfuron), pyrazosulfuron (pyrazosulfuron-ethyl), rimsulfuron 25 (rimsulfuron), sulfometuronmethyl (sulfometuron-methyl), lead ethyl xanthate sulphur swells (sulfosulfuron), thifensulfuron methyl (thifensulfuron-methyl), triasulfuron (triasulfuron), tribenuron-methyl (tribenuron-methyl), trifloxysulfuron (trifloxysulfuron), triflusulfuronmethyl (triflusulfuron-methyl) or tritosulfuron (tritosulfuron).Wherein, grand (azimsulfuron), bensulfuron-methyl (bensulfuron-methyl) of tetrazolium sulphur, flazasulfuron (flazasulfuron) or nicosulfuron (nicosulfuron) are preferred.
As the salt of this type of solsonylurea compounds, can mention all kinds.For example, can be the salt with alkali metal such as sodium or potassium, with the salt of alkaline earth metal such as magnesium or calcium, or with the salt of amine such as monomethylamine, dimethylamine or triethylamine.
Alkoxylate sorbitol fatty acid ester or alkoxylate sorbitan fatty ester have one or more alkylene oxide structure divisions in optional position.This type of alkylene oxide part can be, for example, and oxirane, expoxy propane, its copolymer or its block copolymer.Wherein, oxirane is preferred.The average adding mole of alkylene oxide is the 3-150 mole, preferred 3-60 mole.
The number of fatty acid ester can be one or more in alkoxylate sorbitol fatty acid ester or alkoxylate sorbitan fatty ester, and for example, that can mention has monoesters, diester, three esters, four esters, five-ester or six esters.In addition, have therein under the situation of a plurality of fatty acid esters, they can be identical or different.
The fatty acid structure of alkoxylate sorbitol fatty acid ester or alkoxylate sorbitan fatty ester part can be saturated or insatiable hunger close, and can be linearity or branching, with and carbon number can be about 4 to about 24, preferred about 10 to about 20.Fatty acid for example can be saturated fatty acid, as butyric acid, n-caproic acid, sad, n-capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid or arachidic acid, or unsaturated fatty acid, as palmitoleic acid, oleic acid, linoleic acid, linolenic acid, monoctic acid (monoctic acid) (a kind of fatty acid that contains 18 carbon atoms and 4 unsaturated bonds), arachidonic acid or DHA.For example, preferred lauric acid, stearic acid or oleic acid.
Can be vegetable oil for example, derive from the fatty acid of vegetable oil with the immiscible thinner of water, the Arrcostab or the mineral oil of this fatty acid (be included in alkylating vegetable oil, as have in the methylate vegetable oil or the seed oil that methylates fatty acid part those).
Vegetable oil for example can be olive oil, kapok oil, castor oil, papaya papaw oil, camellia oil, cocoa butter, sesame oil, corn oil, rice bran oil, peanut oil, cotton seed oil, soybean oil, rape seed oil, Linseed oil, tung oil, sunflower oil or safflower oil.
The fatty acid that derives from vegetable oil is the fatty acid that derives from above-mentioned plant wet goods, and it for example can be C
12-22Saturated or unsaturated fatty acid, as lauric acid, palmitic acid, stearic acid, oleic acid, linoleic acid (linolic acid), linoleic acid (linoleic acid), erucic acid or brassidic acid, this effective for treatment of premature ejaculation for example can be C
1-18The Arrcostab of linearity or branching is as methyl esters, butyl ester, isobutyl ester or oil base ester.
Mineral oil for example can be aliphatic hydrocarbon, as atoleine or paraffin-base petroleum, or aromatic hydrocarbon, as alkylbenzene or Fluhyzon.
According to circumstances need, the above-mentioned and immiscible thinner of water can be a mixture.
This Herbicidal suspension contains: (1) is as solsonylurea compounds or its salt of herbicidal, (2) at least a surfactant that is selected from the group of forming by alkoxylate sorbitol fatty acid ester and alkoxylate sorbitan fatty ester (below be called main surfactant), (3) with the immiscible thinner of water, this Herbicidal suspension is produced as oil base Herbicidal suspension such as oil-based suspension concentrate concentrate or gel formulation.For its preparation, can use various additives as required.Here operable various additives can be any additives, as long as they are conventional the use in this technical field, for example, can should be mentioned that other surfactant (except the surfactant of alkoxylate sorbitol fatty acid ester and alkoxylate sorbitan fatty ester), solvent, antisettling agent, thickener, defoamer, antifreezing agent, antioxidant, gelling agent, dispersion stabilizer, phytotoxicity reductant, mould inhibitor, stabilizing agent, preservative and inorganic ammonium salt.For example, following material can be mentioned the particular instance as these type of various additives.In addition, this type of preparaton can be according to method preparation commonly used in this technical field.
Other surfactant comprises, for example, anion surfactant such as soap, benzoate, alkyl sulfo succinate, dialkyl sulfosuccinates, polycarboxylate, the salt of alkyl sulfate, alkyl sulfate, alkaryl sulphate, alkyl diethylene glycol (DEG) ether sulfuric ester, the salt of alcohol sulfuric ester, alkylsulfonate, alkylaryl sulfonate, arylsulphonate, lignosulphonates, alkyl diphenyl base ether disulfonate, poly styrene sulfonate, the salt of alkyl phosphate, alkaryl phosphate, the styryl aryl orthophosphate, the salt of polyethylene oxide alkyl ethers sulfuric ester, PEO alkyl aryl ether sulfuric ester, PEO styryl aryl ether sulfuric ester, PEO styryl aryl ether ammonium sulfate, the salt of PEO alkyl aryl ether sulfuric ester, the polyethylene oxide alkyl ethers phosphate, the salt of PEO alkyl aryl phosphate ester, PEO styryl aryl ether phosphate or its salt, the salt of the condensation product of napsylate and formalin, the salt of the condensation product of alkyl naphthalene sulfonic acid ester and formalin, the salt of the salt of the condensation product of sulfophenylate and formalin and maleic anhydride alkene copolymer; Non-ionic surface active agent such as sorbitan fatty ester, fatty acid glyceride, fatty acid polyglycerol ester, the fatty acid alcohol polyglycol ether, acetylenic glycol, acetylene alcohol, the alkylene oxide block polymer, polyethylene oxide alkyl ethers, the PEO alkyl aryl ether, PEO styryl aryl ether, the PEO glycol alkyl ether, the PEO fatty acid ester, the PEO sorbitan fatty ester, the PEO fatty glyceride, the PEO rilanit special, the PEO castor oil, poly(propylene oxide) fatty acid ester and alkyl polyglycoside and cationic surfactant such as oxyalkylated aliphatic amine.If desired, can be used in combination its two or more suitably.
In the present invention, Herbicidal suspension preferably contains at least a surfactant of the group of being made up of above-mentioned anion surfactant, non-ionic surface active agent and cationic surfactant that is selected from as other surfactant.Wherein, anion surfactant is alkylaryl sulfonate preferably, and non-ionic surface active agent is PEO castor oil and the preferably oxyalkylated aliphatic amine of cationic surfactant preferably.This Herbicidal suspension especially preferably contains its bond.
When cationic surfactant such as oxyalkylated aliphatic amine are incorporated in the Herbicidal suspension of the present invention as other surfactant, can reach the complete effect of main surfactant.More particularly, oxyalkylated aliphatic amine for example can be ethoxylated tallow amine, ethoxylation soybean amine or ethoxylation coco amine.The average adding mole of alkylene oxide is 3-100, is preferably 5-50.This type of embodiment is one of the preferred embodiments of the invention.
Solvent for example can be water, solvent naphtha, alkane, two
Alkane, acetone, isophorone, methyl iso-butyl ketone (MIBK), chlorobenzene, cyclohexane, methyl-sulfoxide, dimethyl formamide, N-N-methyl-2-2-pyrrolidone N-, alcohol, acetate, butyric acid, isopropyl acetate, butyl acetate, benzene, alkylbenzene or Fluhyzon.If desired, can be used in combination its two or more suitably.
Antisettling agent for example can be silica, bentonite. alkyl amino complex compound, bentonite, white carbon or magnalium silicic acid.If desired, can be to be used in combination its two or more suitably.
Thickener for example can be a heteroglycan, as xanthan gum or guar gum, and water-soluble polymer such as polyvinyl alcohol, sanlose or sodium alginate, bentonite or white carbon.If desired, can be used in combination its two or more suitably.
Defoamer for example can be dimethyl silicone polymer or acetylene alcohol.If desired, can be used in combination its two or more suitably.
Antifreezing agent for example can be ethylene glycol, propane diols, glycerine or urea.If desired, can be used in combination its two or more suitably.
Gelling agent for example can be salt, benzoate, alkyl sulfate, acrylic acid polymer or the acrylic copolymer of silica, organic attapulgite, clay, rilanit special, high-grade aliphatic ester, higher alcohol, dialkyl sulfosuccinate amber king leucinate and the mixture or the 12-hydroxy stearic acid of water.If desired, can be used in combination its two or more suitably.
Stabilizing agent for example can be a urea.
Preservative for example can be between formalin, right-chlorine-xylenols or 1 the 2-benzisothiazole-3-ketone.If desired, can be used in combination its two or more suitably.
In the preparation of Herbicidal suspension of the present invention, main surfactant and optional other surfactant combination in advance mix other various components with it then.Specifically, comprise that main surfactant and the other surfactant of choosing wantonly such as the surfactant mixture of anion surfactant or non-ionic surface active agent can prepare and use in advance.In this case, the preparation surfactant mixture makes amount at least 40 weight portions normally of main surfactant, preferred 40-90 weight portion.This type of embodiment is one of the preferred embodiments of the invention.
In the present invention, if desired, also can be used in combination other herbicidal compounds, can obtain more excellent effect and function in some cases thus except solsonylurea compounds or its salt.For example, phytocidal scope is broadened, the stage that Herbicidal suspension is used broadens, or can improve activity of weeding in some cases.Solsonylurea compounds or its salt and other herbicidal compounds can prepare individually and mix when using, and maybe they can be prepared into a kind of composition.The present invention includes the herbicidal composition of above-mentioned combination and control unwelcome plant or suppress the method for its growth by this based composition.
As other herbicidal compounds that can be used in combination, for example can should be mentioned that the compound group (common name, code) of following (1)-(11) with solsonylurea compounds or its salt.Even without mentioning particularly, have at this compounds under the situation of the isomer of salt, Arrcostab or various structures such as optical isomer, also yes is all included for they.
(1) is considered to by disturbing phytohormone activity to demonstrate those of herbicidal effect, as the phenoxy group type as 2,4-D, 2,4-DB, 2,4-DP, MCPA, MCPB, MCPP or naproanilide, aromatic carboxylic acid's type is as 2,3,6-TBA, dicamba (dicamba), dichlobenil (dichlobenil), picloram (picloram), triclopyr (triclopyr), morpholine acid dichloride picoline (clopyralid) or Dorema ammoniacum pyridine (aminopyralid), and other is as alanap (naptalam), benazolin (benazolin), dichloro quinolinic acid (quinclorac), quinmerac (quinmerac), the difluoro pyrrole swells (diflufenzopyr) and thiophene halozydine (thiazopyr).
(2) be considered to demonstrate those of herbicidal effect by suppressing photosynthesis of plant, as urea type such as chlortoluron (chlorotoluron), diuron (diuron), fluometuron (nuometuron), lorox (1inuron), isoproturon (isoproturon), chroman is swelled (metobenzuron) or Metribuzin (tebuthiuron), triazine type such as Simanex (simazine), atrazine (atrazine), Atraton (atratone), symetryne (simetryn), prometryn (prometryn), penta Kusatsu (dimethametryn), Hexazinone (hexazinone), metribuzin (metribuzin), Garagard (terbuthylazine), bladex (cyanazine), ametryn (ametryn), uncle's 2-fourth amino-4-cyclopropylamino-6-methyl mercapto-1,3,5-triazine (cybutryne), triaziflam (triaziflam) or propazine (propazine), uracil type such as bromacil (bromacil), lenacil (1enacil) or terbacil (terbacil), N-anilide type such as Stam F-34 (propaniD or encircle careless amine (cypromid), carbamate type such as swep (swep), different phenmedipham (desmedipham) or phenmedipham (phenmedipham), hydroxy benzonitrile type such as Brominal (bromoxynil), Brominal. caprylate (bromoxynil-octanoate) or ioxynil (ioxynil), and other ends (pyridate) as reaching grass, bentazone (bentazone), amicarbazone (amicarbazone) and methazole (methazole).
(3) quaternary such as paraquat (paraquat) or dibromide (diquat), it is considered to by self changing into free radical to form active oxygen in plant corpus.
(4) be considered to the photosensitive peroxide material of abnormal accumulation in chlorophyll biosynthesis by suppressing plant and the plant corpus and demonstrate those of herbicidal effect; as diphenyl ether type such as nitrofen (nitrofen), chlomethoxyfen (chlomethoxyfen), bifenox (bifenox), acifluorfen (acifiuorfen-sodium), Fomesafen (fomesafen), Oxyfluorfen (oxyfluorfen), lactofen (1actofen) or ethoxyfenethyl (ethoxyfen-ethyl), cyclic imide type such as nurse gram 616 (chlorphthalim), fluorine
Piperazine ketone (numioxazin), acid imide phenoxy acetic acid pentyl ester (numiclorac-pentyD or the careless fluorine (nuthiacet-methyl) of rattling away, and other is as alkynes third
Azoles grass (0xadiargyl), Lonster (oxadiazon), sulfentrazone (sulfentrazone), fluorine ketazolam grass (carfentrazone-ethyl), thiadiazoles amine (thidiazimin), penta
Azoles grass (pentoxazone), azoles pyridine alkynes grass (azafenidin), fluorine bromine azoles ester (isopropazole), fluorine carfentrazone (pyraflufen.ethyl), benzfendizone (benzfendizone), butafenacil (butafenacil), chroman is swelled (metobenzuron), cinidon-ethyl (cinidon-ethy1), amine grass azoles (nupoxam), fluazolate (flazolate), profluazol (profluazo1), (pyFaChlonil) and flufenpyrethyl (nufenpyr-ethyl).
(5) be considered to demonstrate those of herbicidal effect for feature by brightening of suppressing that plant pigment generates is active, pigment such as carotenoids, as pyridazinone type such as monometflurazone (nornurazon), pyrazone (chloridazon) or the fluorine grass (metfiurazon) of rattling away, pyrazoles type such as pyrazolate (pyrazolate), pyrazoxyfen (pyrazoxyfen), benzofenap (benzofenap) or BAs-670H, and other is as Amrol (amitrol), fluorine humulone (nuridone), flurtamone (flurtamone), Diflufenican (diflufenican), Kayaphenone (methoxyphenone), different
Humulone (clomazone), sulphur humulone (sulcotrione), Mesotrione (mesotrione), AVH-301, different
Fluorine grass (isoxaflutole), benzene enemy fast (difenzoquat), different
Greenweed ketone (isoxachlortole), benzo dicyclo ketone (benzobicyclon), fluorine pyrrole acyl grass amine (picolinafen) and beflubutamid (benubutamid).
(6) especially gramineae plant is demonstrated those of strong herbicidal effect, as aryloxy group phenoxy propionic acid type such as diclofop-methyl (diclofop-methyD, first FLAMPROP (namprop-M-methyD, pyriphenop-sodiam, fluazifop (nuazifop-butyl), pyrrole fluorine chlorine standing grain spirit (haloxyfop-methyl), quizalofop-ethyl (quizalofop-ethy1), cyhalofop-butyl (cyhalofoop-buty1),
Azoles diclofop-methyl (fenoxaprop-ethy1) or
Azoles acyl grass amine (metamifop-propy1) and cyclohexanedione type such as withered (alloxydim-sodiam), clethodim (clethodim), sethoxydim (sethoxydim), tralkoxydim (tralkoxydim), fourth oxygen cyclic ketones (butroxydim), quinone oximes grass (tepraloxydim), quinone oximes grass (caloxydim), clefoxidim (cIefDxydim) or the clefoxidim (profoxydim) of reaching extremely.
(7) be considered to synthesize those that demonstrate herbicidal effect by the amino acid bio that suppresses plant, as the triazolopyrimidine sulfonamide type, as Flumetsulam (numetsulam), azoles grass sulfanilamide (SN) (metosulam), diclosulam (diclosulam), the phonetic sulfanilamide (SN) salt of azoles (cloransulam-methy1), florasulam (norasulam), metosulfam or penoxsuam (penoxsulam), the imidazolone type, as weed eradication cigarette (imazapyr), Imazethapyr (imazethapyr), weed eradication quinoline (jmazaquin), imazamox (imazamox), cigarette imidazoles grass (imazameth), miaow grass ester (imazamethabenz) or imazapic (imazapic), the pyrimidine radicals salicylic acid type, as phonetic sulphur Sodium Benzoate (pyrithiobac-sodium), two phonetic Sodium Benzoates (bispyribac-S0dium), oxime pyridine grass (pyriminobac-methyl), phonetic benzene grass oxime (pyribenzoxim) or pyriftalid (pyriftalid), sulfoamido phosphinylidyne triazolone type, flucarbazonesodium (nucarbazone) or procarbazone (procarbazone-sodium), and other is as ammonium glyphosate (glyphosate-ammonium), glyphosate isopropyl amine salt (glyphosate-isopropylamine), Glufosinate (glufosinate-ammonium) and bilanafos (bialaphos).
(8) be considered to demonstrate those of herbicidal effect by suppressing plant cell mitosis, as the dinitroaniline type, as trefanocide (trifiuralin), oryzalin (0ryzalin), nitralin (nitralin), pendimethalin (pendimethalin), fourth fluchloralin (ethalfiuralin), benfluralin (benfluralin) or amino trefanocide (prodiamine), acid amide type such as bensulide (bensulide), napronamide or pronamide (pronamide), organic phosphor type such as amiprophos-methyl (amiprofos-methyl), adjacent first Amiprophos (butamifos), anilofos (anilofos) or piperophos (piperophos), carbanilate type such as propham (propham), chlorpropham (chlorpropham) or oatax (barban), cumyl amine type, as vanilla grand (daimuron), cumyluron (cumyluron) or bromobutide (bromobutide), and other is as sulphur grass spirit (asulam), dithiopyr (dithiopyr) and thiophene halozydine (thiazopyr).
(9) be considered to the protein biosynthesis by suppressing plant or the lipid biosynthesis demonstrates herbicidal effect those, as chloroacetamide type such as alachlor (alachlon, metazachlor (metazachlor), butachlor (butachlor), the third careless amine (pretilachlor), isopropyl methoxalamine (metolachlor), S-isopropyl methoxalamine (S-metolachlor), thiophene ether grass amine (thenylchlor), pethoxamid (pethoxamid), mowing amine (acetochlor), propachlor (propachlor) or propisochlor (propisochlor), the carbamate type, as ordram (molinate), dimepiperate (dimepiperate) or pyributicarb (pyributiearb), and other is as diphenyl (etobenzanid), mefenacet (mefenacet), flufenacet (nufenacet), tridiphane (tridiphane), cafenstrole (cafenstrole), fentrazamide (fentrazamide), chlorine
Piperazine grass (0xaziclomefone), indanofan (indanofan), P DimethenamidP (dimethenamid) and benfuresate (benfuresate).
(10) thiocarbamate type, as EPTc, sutan (butylate), vernolate (vernolate), tillam (pebulate), cycloate (cycioate), prosulfocarb (prosulfocarb), esprocarb (esprocarb), benthiocarb (thiobencarb), Avadex (diallate) or wild wheat fruit (triallate), and other is as MSMA, DSMA, endothall (endothall), ethofumesate (ethofumesate), sodium chlorate, n-nonanoic acid, phosphine ammonium element (fosamine), pinoxaden and HOK-201.
(11) be considered to by colonizing in those that demonstrate herbicidal effect on the plant, as xanthomonas campestris (Xanthomonas campestris), Epicoccosurus nematosurus, the prominent navel spore bacterium (Exserohilum monoseras) of wedge angle and the interior navel of the barnyard grass spore bacterium (Drechsrela monoceras) that wriggles.
In the present invention, the blend ratio of various components generally can not limit, because they can change suitably according to type, preparaton or the application scenario of blend components.For example, preparaton can prepare by each component of sneaking into following ratio: the ratio of solsonylurea compounds or its salt is the 0.5-20 weight portion, preferred 2-10 weight portion, more preferably 5-10 weight portion; The ratio of main surfactant is the 0.5-35 weight portion, preferred 1-25 weight portion; If according to circumstances need to sneak into other surfactant, its ratio is the 0.5-55 weight portion, preferred 1-40 weight portion; If according to circumstances need to sneak into solvent, its ratio is the 0.1-30 weight portion, preferred 0.5-20 weight portion; If according to circumstances need to sneak into antisettling agent, its ratio is the 0.1-10 weight portion, preferred 0.5-5 weight portion; If according to circumstances need to sneak into gelling agent, its ratio is the 0.1-50 weight portion, preferred 5-40 weight portion; If according to circumstances need to sneak into stabilizing agent, its ratio is the 0.1-20 weight portion, preferred 1-10 weight portion; If according to circumstances need to sneak into other herbicidal compounds, its ratio is the 0.5-75 weight portion, and preferred 0.5-50 weight portion and all the other are and the immiscible thinner of water to make that total amount is 100 weight portions.
Therefore the Herbicidal suspension of the present invention of preparation has good selective herbicidal effect, because when dilute with water when in use, oil droplet can disperse well, will obtain the emulsion characteristic of excellence thus.
By it being administered on such unwanted plant or being administered to the place that their are grown, for example, pass through foliage application, Herbicidal suspension of the present invention can be controlled various weeds or suppress their growth, these weeds for example comprise, sedge (sedges) (or sedge family (Cyperaceae)) as cyperus iria (rice flatsedge) (
Cyperus IriaL.) or the rhizome of nutgrass flatsedge (purple nutsedge) (
Cyperus RotundusL.), herbage (grasses) (or grass family (gramineae)) as barnyard grass grass (barnyardgrass) (
Echinochloa crus-galliL.), lady's-grass (crabgrass) (
Digitaria SanguinalisL.), green foxtail (green foxtail) (
Setaria viridisL.), yard grass (
Eleusine IndicaL.), wild oat (wild oat) (
Avena fatuaL.), Johnson grass (johnsongrass) (
SorghumhalepenseL.) or quackgrass (quackgrass) (
Agropyron RepensL.); with broad-leaved tree such as piemarker (velvetleaf) (Abutilon theophrasti MEDIC.); high morning glory (tall morning glory) (Ipomoea purpurea L.); lamb's-quarters (commonlambsquarters) (Chenopodium album L.); thorn bur (prickly sida) (Sidaspinosa L.); kitchen garden (common purslane) (Portulaca oleracea L.); Amaranthus retroflexus (redroot pigweed) (Amaranthus retroflexus L.); Cassia tora (sicklepod) (Cassiaobtusifolia L.); black nightshade (black nightshade) (Solanum nigrum L.); pale persicaria (palesmartweed) (Polygonum lapathifolium L.); chickweed (chickweed) (Stellaria mediaL.); common Siberian cocklebur (cocklebur) (Xanthium strumarium L.); crooked Hairy Bittercress (flexuousbittercress) (Cardamine flexuosa WITH.); benbie (henbit) (Lamiumamplexicaule L.) or acalypha copperleaf (threeseeded copperleaf) (Acalypha austalis L.).Therefore, its range of application not only expands to the crop field but also expands to agriculture field such as orchard, mulberry field or paddy field and non-agricultural field such as forest land, farm road, playground, factory site or lawn.Solsonylurea compounds or its salt can 1-500g/ha amount use, preferably use with the amount of 2-250g/ha.Particularly, the Herbicidal suspension that comprises nicosulfuron or its salt can be controlled injurious weed or suppress their growth, and there is not phytotoxicity in the corn class, and it is useful in the extreme as herbicidal composition for corn field.The amount of application of nicosulfuron can be 2-400g/ha, preferred 5-200g/ha.
Embodiment
Now, reference example is described in further detail the present invention.Yet, should be understood that content of the present invention will be confined to this type of particular instance anything but.
Embodiment 1
(1) nicosulfuron (Nicosulfuron) (purity: 94.5%): 7.23 weight portions
(2) contain PEO sorbitol four oleates as key component and contain the mixture (surfactant A) of PEO castor oil and calcium salt of dodecylbenzene sulfonate: 10.35 weight portions
(3) ethoxylated tallow amine (surfactant B): 15.53 weight portions
(4) bentonite-alkyl amino complex compound: 1.03 weight portions
(5) urea: 3.11 weight portions
(6) the methylate mixture of seed oil and corn oil: 62.75 weight portions
Above component is mixed, and this mixture was passed through wet lapping machine wet lapping 15 minutes, preparation oil-based suspension concentrate.
Embodiment 2
(1) nicosulfuron (Nicosulfuron) (purity: 94.5%): 7.23 weight portions
(2) surfactant A: 10.35 weight portions
(3) surfactant B: 15.53 weight portions
(4) bentonite-alkyl amino complex compound: 1.03 weight portions
(5) urea: 3.11 weight portions
(6) the methylate mixture of seed oil and corn oil: 60.68 weight portions
(7) alcohol: 2.07 weight portions
Above component is mixed, and this mixture was passed through wet lapping machine wet lapping 15 minutes, preparation oil-based suspension concentrate.
Embodiment 3
(1) nicosulfuron (Nicosulfuron) (purity: 94.5%): 7.23 weight portions
(2) surfactant A: 10.35 weight portions
(3) surfactant B: 15.53 weight portions
(4) bentonite-alkyl amino complex compound: 1.03 weight portions
(5) urea: 3.11 weight portions
(6) the methylate mixture of seed oil and corn oil: 55.25 weight portions
(7) alcohol: 7.50 weight portions
Above component is mixed, and this mixture was passed through wet lapping machine wet lapping 15 minutes, preparation oil-based suspension concentrate.
Embodiment 4
(1) nicosulfuron (Nicosulfuron) (purity: 94.5%): 7.23 weight portions
(2) contain PEO anhydrosorbitol trioleate as key component and contain the mixture (surfactant D) of PEO castor oil and calcium salt of dodecylbenzene sulfonate: 10.35 weight portions
(3) surfactant B: 20.70 weight portions
(4) hydrophobic fumed silica: 1.03 weight portions
(5) urea: 1.03 weight portions
(6) corn oil: 54.48 weight portions
(7) alcohol: 5.18 weight portions
Above component is mixed, and this mixture was passed through wet lapping machine wet lapping 15 minutes, preparation oil-based suspension concentrate.
Embodiment 5
(1) flazasulfuron (Flazasulfuron) (purity: 95.1%): 7.14 weight portions
(2) surfactant A: 10.35 weight portions
(3) surfactant B: 20.70 weight portions
(4) hydrophobic fumed silica: 1.04 weight portions
(5) urea: 3.11 weight portions
(6) corn oil: 52.48 weight portions
(7) alcohol: 5.18 weight portions
Above component is mixed, and this mixture was passed through wet lapping machine wet lapping 15 minutes, preparation oil-based suspension concentrate.
Embodiment 6
(1) grand (Azimsulfuron) (purity: 99.0%): 7.14 weight portions of tetrazolium sulphur
(2) surfactant A: 10.35 weight portions
(3) surfactant B: 20.70 weight portions
(4) hydrophobic fumed silica: 1.04 weight portions
(5) urea: 3.11 weight portions
(6) corn oil: 52.48 weight portions
(7) alcohol: 5.18 weight portions
Above component is mixed, and this mixture was passed through wet lapping machine wet lapping 15 minutes, preparation oil-based suspension concentrate.
Embodiment 7
(1) bensulfuron-methyl (Bensulfuron-methyl) (purity: 99.3%): 7.14 weight portions
(2) surfactant A: 10.35 weight portions
(3) surfactant B: 20.70 weight portions
(4) hydrophobic fumed silica: 1.04 weight portions
(5) urea: 3.11 weight portions
(6) corn oil: 52.48 weight portions
(7) alcohol: 5.18 weight portions
Above component is mixed, and this mixture was passed through wet lapping machine wet lapping 15 minutes, preparation oil-based suspension concentrate.
Comparative Examples 1
Prepare the oil-based suspension concentrate with the method identical, except the mixture (surfactant C) that uses PEO rilanit special and dioctyl sulfosuccinate replaces surfactant A with embodiment 1.
Comparative Examples 2
Prepare the oil-based suspension concentrate with the method identical, replace surfactant A except using surfactant C with embodiment 2.
Comparative Examples 3
Prepare the oil-based suspension concentrate with the method identical, replace surfactant A except using surfactant C with embodiment 3.
Comparative Examples 4
Prepare the oil-based suspension concentrate with the method identical, replace surfactant D except using surfactant C with embodiment 4.
Comparative Examples 5:
Prepare the oil-based suspension concentrate with the method identical, replace surfactant A except using surfactant C with embodiment 5.
Comparative Examples 6
Prepare the oil-based suspension concentrate with the method identical, replace surfactant A except using surfactant C with embodiment 6.
Comparative Examples 7
Prepare the oil-based suspension concentrate with the method identical, replace surfactant A except using surfactant C with embodiment 7.
Comparative Examples 8
Prepare the oil-based suspension concentrate with the method identical, except the mixture (surfactant E) that uses PEO nonylplenyl ether, dialkyl sulfosuccinates, PEO rilanit special and fatty acid polyglycerol ester replaces surfactant A with embodiment 1.
Comparative Examples 9
Prepare the oil-based suspension concentrate with the method identical, replace surfactant A except using surfactant E with embodiment 2.
Comparative Examples 10
Prepare the oil-based suspension concentrate with the method identical, replace surfactant A except using surfactant E with embodiment 3.
Now, below experimental example of the present invention is described.
Experimental example 1
Each the oil-based suspension concentrate that obtains in embodiment and the Comparative Examples is diluted with ion exchange water, and (circulation HONEYELL) circulated 5 minutes in bathing the granulometry device of packing into subsequently for MICROTRAC HRA, model 9320-x100.Measure dilution 1,500-2,000 times emulsion droplets size.The results are shown in the table 1.
Table 1
| The oil-based suspension concentrate | Emulsion droplets size (μ m) (on average) | |
| The present invention | Embodiment 1 | 18.0 |
| Embodiment 2 | 15.9 | |
| Embodiment 3 | 13.3 | |
| Contrast | Comparative Examples 1 | 21.4 |
| Comparative Examples 2 | 22.0 | |
| Comparative Examples 3 | 15.8 |
Condition in this test is corresponding to the state of Herbicidal suspension dilute with water when using wherein.
The preparaton of the oil-based suspension concentrate correspondence for preparing among the Comparative Examples 1-3 is similar to disclosed preparaton in the embodiment of EP0598515, this oil-based suspension concentrate is to prepare under specific emulsification condition, and the oil-based suspension concentrate of the Herbicidal suspension for preparing among the embodiment of the invention 1-3 is in preparation under the meticulousr emulsification condition, and it is excellent.
Experimental example 2
Each the oil-based suspension concentrate that obtains in embodiment and the Comparative Examples is diluted 600 times with CIPAC standard water D, the concentrate that dilutes was left standstill 15 minutes.The concentrate of dilution is put into measuring cell, utilize L by colorimeter (CT-310 is made by MINOLTA CAMERA Co.)
*a
*b
*Colour system (JIS Z 8729:2004) is measured, and determines aberration (Δ E) between embodiment and the corresponding Comparative Examples by following formula.The results are shown in the table 2.
ΔE＝(ΔL
2+Δa
2+Δb
2)
1/2
Table 2
| The oil-based suspension concentrate | Luminosity (L *) | Colourity (a *) | Colourity (b *) | Aberration (Δ E) |
| Embodiment 1 | 57.05 | 0.54 | 6.62 | 13.45 |
| Comparative Examples 1 | 70.42 | 0.42 | 5.15 | |
| Embodiment 2 | 58.48 | 0.14 | 4.49 | 7.25 |
| Comparative Examples 2 | 65.63 | 0.43 | 5.63 | |
| Embodiment 3 | 52.44 | 0.88 | 8.08 | 8.58 |
| Comparative Examples 3 | 60.92 | 1.28 | 9.32 |
Luminosity (L
*) by the numeric representation of 0-100, this value big more bright more (luminosity of ion exchange water is about 100).As shown in table 2, the luminosity of the oil-based suspension concentrate of the Herbicidal suspension of embodiment of the invention 1-3 is less than corresponding Comparative Examples 1-3's.Therefore, the oil-based suspension concentrate that should be appreciated that embodiment 1-3 has darker color (emulsification condition).
In addition, aberration (Δ E) is based on evaluation criterion (the NBS unit shown in the following table 3, NationalBureau of Standard) estimates, have significant difference between the concentrate for preparing among Herbicidal suspension that the result prepares and the corresponding Comparative Examples 1-3 in embodiment of the invention 1-3.
Table 3
| Aberration (Δ E) | Sensorial difference |
| 0-0.5 | Trace |
| 0.5-1.5 | Slightly |
| 1.5-3.0 | Can notice |
| 3.0-6.0 | Significantly |
| 6.0-12.0 | Greatly |
| Surpass 12.0 | Very big |
Experimental example 3
Upland field soil is inserted 1/1,000,000 ha the jar in, with lady's-grass (
Digitaria sanguinalisL.) planting seed wherein and in the greenhouse is grown.When lady's-grass reaches 3 leaves during the stage, each the oil-based suspension concentrate for preparing in the embodiment of specified amount (17.5g a.i./ha) and the Comparative Examples is diluted with water to corresponding 300 liters/ha after, then foliage application.
Use weed killer herbicide after the 21st day, visualization lady's-grass growth (growth inhibition ratio (%)=0 (untreated pocket)-100 (killing fully)) obtains result as shown in table 4 thus.
Table 4
| The oil-based suspension concentrate | Growth inhibition ratio (%) | |
| The present invention | Embodiment 1 | 70 |
| Embodiment 2 | 76 | |
| Contrast | Comparative Examples 1 | 58 |
| Comparative Examples 2 | 63 |
Experimental example 4
Upland field soil is inserted 1/1,000, in the jar of 000 ha, in the winter time corn (Zea mays) planting seed wherein and in the greenhouse is grown.When corn reaches 3 leaves during the stage, each the oil-based suspension concentrate for preparing in the embodiment of specified amount (90g a.i./ha) and the Comparative Examples is diluted with water to corresponding 300 liters/ha after, then foliage application.
Using weed killer herbicide after the 14th day, the visualization corn growth, as a result, compare with corresponding Comparative Examples 1-3, the corn growth that the oil-based suspension concentrate of the Herbicidal suspension of embodiment of the invention 1-3 preparation demonstrates low degree suppresses and shows more excellent crop safety.
Experimental example 5
About the oil-based suspension concentrate for preparing in the foregoing description and the Comparative Examples, measure the emulsion droplets size according to above-mentioned experimental example 1.The results are shown in the table 5.
Table 5
| The oil-based suspension concentrate | Emulsion droplets size (μ m) (on average) | |
| The present invention | Embodiment 4 | 17.4 |
| Contrast | Comparative Examples 4 | 23.1 |
In the Comparative Examples 4 the oil-based suspension concentrate of preparation corresponding to the embodiment of EP 0598515 in the similar preparaton of disclosed preparaton, it is to prepare under specific emulsification condition, and the oil-based suspension concentrate of the Herbicidal suspension of preparation is to prepare under meticulousr emulsification condition in the embodiment of the invention 4, and it is excellent.
Experimental example 6
About the oil-based suspension concentrate for preparing in the foregoing description and the Comparative Examples, measure the emulsion droplets size according to above-mentioned experimental example 1.The results are shown in the table 6.
Table 6
| The oil-based suspension concentrate | Emulsion droplets size (μ m) (on average) | |
| The present invention | Embodiment 5 | 17.2 |
| Embodiment 6 | 14.7 | |
| Embodiment 7 | 13.6 | |
| Contrast | Comparative Examples 5 | 22.6 |
| Comparative Examples 6 | 22.6 | |
| Comparative Examples 7 | 29.8 |
The oil-based suspension concentrate for preparing among the Comparative Examples 5-7 is to prepare under specific emulsification condition, and the oil-based suspension concentrate of the Herbicidal suspension of embodiment of the invention 5-7 preparation is to prepare under meticulousr emulsification condition, and it is excellent.
Experimental example 7
About the oil-based suspension concentrate for preparing in the foregoing description and the Comparative Examples, measure the emulsion droplets size according to above-mentioned experimental example 1.The results are shown in the table 7.
Table 7
| The oil-based suspension concentrate | Emulsion droplets size (μ m) (on average) | |
| The present invention | Embodiment 1 | 17.3 |
| Embodiment 2 | 15.9 | |
| Embodiment 3 | 13.5 | |
| Contrast | Comparative Examples 8 | 22.2 |
| Comparative Examples 9 | 19.7 | |
| Comparative Examples 10 | 17.4 |
The oil-based suspension concentrate for preparing among the Comparative Examples 8-10 corresponding to the embodiment of EP 0598515 in the similar preparaton of disclosed preparaton, it is to prepare under specific emulsification condition, and the oil-based suspension concentrate of the Herbicidal suspension for preparing among the embodiment of the invention 1-3 is to prepare under meticulousr emulsification condition, and it is excellent.
Experimental example 8
About the oil-based suspension concentrate of the foregoing description and Comparative Examples preparation, measure luminosity and colourity to determine aberration according to above-mentioned experimental example 2.The results are shown in the table 8.
Table 8
| The oil-based suspension concentrate | Luminosity (L *) | Colourity (a *) | Colourity (b *) | Aberration (Δ E) |
| Embodiment 4 | 49.38 | -0.15 | 6.39 | 4.51 |
| Comparative Examples 4 | 53.83 | 0.07 | 7.09 |
Because the luminosity (L of the oil-based suspension concentrate of the Herbicidal suspension of the embodiment of the invention 4 preparations
*) compare lessly with corresponding Comparative Examples 4, have darker color (emulsification condition) so be to be understood that the oil-based suspension concentrate among the embodiment 4.
In addition, it is also understood that between them and also have significant difference aspect the aberration (Δ E).
Experimental example 9
About the oil-based suspension concentrate of the foregoing description and Comparative Examples preparation, measure luminosity and colourity to determine aberration according to above-mentioned experimental example 2.The results are shown in table 9.
Table 9
| The oil-based suspension concentrate | Luminosity (L *) | Colourity (a *) | Colourity (b *) | Aberration (Δ E) |
| Embodiment 5 | 34.80 | -0.25 | 3.80 | 17.4 |
| Comparative Examples 5 | 52.19 | -0.53 | 3.68 | |
| Embodiment 6 | 33.05 | -0.26 | 3.80 | 17.5 |
| Comparative Examples 6 | 50.52 | -0.54 | 3.11 | |
| Embodiment 7 | 44.29 | -0.43 | 5.03 | 10.5 |
| Comparative Examples 7 | 54.74 | -0.58 | 4.41 |
Because the luminosity (L of the oil-based suspension concentrate of the Herbicidal suspension for preparing among the embodiment of the invention 5-7
*) compare lessly with corresponding Comparative Examples 5-7, have darker color (emulsification condition) so be to be understood that the oil-based suspension concentrate among the embodiment 5-7.
In addition, it is also understood that between embodiment and corresponding Comparative Examples and have significant difference aspect the aberration (Δ E).
Experimental example 10
About the oil-based suspension concentrate for preparing in the foregoing description and the Comparative Examples, measure luminosity and colourity to determine aberration according to above-mentioned experimental example 2.The results are shown in table 10.
Table 10
| The oil-based suspension concentrate | Luminosity (L *) | Colourity (a *) | Colourity (b *) | Aberration (Δ E) |
| Embodiment 1 | 48.57 | -0.35 | 4.81 | 9.96 |
| Comparative Examples 8 | 58.41 | -0.34 | 6.34 | |
| Embodiment 2 | 44.75 | 0.15 | 6.53 | 11.04 |
| Comparative Examples 9 | 55.79 | -0.07 | 6.34 | |
| Embodiment 3 | 48.13 | -0.05 | 6.17 | 10.6 |
| Comparative Examples 10 | 58.28 | 0.14 | 7.68 |
Because the luminosity (L of the oil-based suspension concentrate of the Herbicidal suspension of embodiment of the invention 1-3 preparation
*) compare lessly with corresponding Comparative Examples 8-10, have darker color (emulsification condition) so be to be understood that the oil-based suspension concentrate for preparing among the embodiment 1-3.
In addition, it is also understood that between embodiment and corresponding Comparative Examples and have significant difference aspect the aberration (Δ E).
Claims (17)
1. Herbicidal suspension, it comprises: (1) is as solsonylurea compounds or its salt of herbicidal, (2) at least a surfactant and (3) and the immiscible thinner of water that are selected from the group of forming by alkoxylate sorbitol fatty acid ester and alkoxylate sorbitan fatty ester.
2. Herbicidal suspension according to claim 1, it comprises solsonylurea compounds or its salt of (1) 0.5-20 weight portion, (2) 0.5-35 weight portion at least a be selected from the surfactant of the group of forming by alkoxylate sorbitol fatty acid ester and alkoxylate sorbitan fatty ester and (3) as all the other key components with the immiscible thinner of water.
3. Herbicidal suspension according to claim 1, it comprises (1) solsonylurea compounds or its salt as herbicidal, and (2) are as alkoxylate sorbitol fatty acid ester and (3) and the immiscible thinner of water of surfactant.
4. Herbicidal suspension according to claim 1, wherein solsonylurea compounds or its salt are at least a solsonylurea compounds or its salt that is selected from the group of being made up of following material: sulphur ammonia sulphur is grand, tetrazolium sulphur is grand, bensulfuron-methyl, chlorimuronethyl, green sulphur is grand, cinosulfuron, it is grand to encircle third sulphur, ethametsulfuron, ethoxysulfuron, flazasulfuron, fluorine pyrrole sulphur is grand, fluorine pyridine sulphur is grand, foramsulfuron, pyrrole chlorine sulphur is grand, pyridine miaow sulphur is grand, iodine sulphur is grand, different metsulfuron-methyl, mesosulfuronmethyl, metsulfuron-methyl, nicosulfuron, it is grand to encircle the third oxygen sulphur, primisulfuronmethyl, fluorine third sulphur is grand, pyrazosulfuron, rimsulfuron 25, sulfometuronmethyl, lead ethyl xanthate sulphur is grand, thifensulfuron methyl, triasulfuron, tribenuron-methyl, trifloxysulfuron, triflusulfuronmethyl and tritosulfuron.
5. Herbicidal suspension according to claim 1 is to be selected from least a in the group of being made up of vegetable oil, the fatty acid that derives from vegetable oil, this effective for treatment of premature ejaculation and mineral oil with the immiscible thinner of water wherein.
6. Herbicidal suspension according to claim 1, it further comprises other surfactant.
7. Herbicidal suspension according to claim 2, it further comprises the other surfactant of 0.5-55 weight portion.
8. Herbicidal suspension according to claim 6, wherein other surfactant are at least a surfactants that is selected from the group of being made up of anion surfactant, non-ionic surface active agent and cationic surfactant.
9. Herbicidal suspension according to claim 6, wherein other surfactant is an anion surfactant.
10. Herbicidal suspension according to claim 9, wherein this anion surfactant is an alkylaryl sulfonate.
11. Herbicidal suspension according to claim 6, wherein other glass or plastic containers.
12. Herbicidal suspension according to claim 11, wherein this non-ionic surface active agent is at least a surfactant that is selected from the group of being made up of PEO castor oil and PEO rilanit special.
13. Herbicidal suspension according to claim 6, wherein other surfactant is a cationic surfactant.
14. Herbicidal suspension according to claim 13, wherein this cationic surfactant is oxyalkylated aliphatic amine.
15. Herbicidal suspension according to claim 6, it further comprises as the alkylaryl sulfonate of other surfactant and oxyalkylated aliphatic amine.
16. Herbicidal suspension according to claim 6, it further comprises as the alkylaryl sulfonate of other surfactant, PEO castor oil and oxyalkylated aliphatic amine.
17. the unwelcome plant of control or suppress the method for their growths, it comprise will as the Herbicidal suspension of effective weeding amount of claim 1 definition be administered on this unwelcome plant or be administered to the place that their are grown.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2005072034 | 2005-03-14 | ||
| JP072034/2005 | 2005-03-14 | ||
| JP2005361424 | 2005-12-15 | ||
| JP361424/2005 | 2005-12-15 | ||
| PCT/JP2006/303918 WO2006098156A2 (en) | 2005-03-14 | 2006-02-23 | Herbicidal suspension |
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|---|---|---|---|
| CN201010234794XA Division CN101878759B (en) | 2005-03-14 | 2006-02-23 | Herbicidal suspension |
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| CN101137291B CN101137291B (en) | 2011-08-10 |
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| CN (1) | CN101137291B (en) |
| UA (1) | UA87198C2 (en) |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102217625A (en) * | 2011-05-06 | 2011-10-19 | 浙江泰达作物科技有限公司 | Mesosulfuron and ethoxysulfuron complex herbicide suspending agent and preparation method thereof |
| CN106172458A (en) * | 2015-06-01 | 2016-12-07 | 四川利尔作物科学有限公司 | Herbicidal combinations and application thereof |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4824475A (en) * | 1985-09-16 | 1989-04-25 | The Dow Chemical Company | Enhanced herbicidal triazine compositions and method of use |
| ES2011844A6 (en) * | 1987-08-07 | 1990-02-16 | Du Pont | Control of weeds in rice - with substd. n-carbamoyl- benzene sulphonamide(s) and their mixts. with known herbicides |
| HUT56243A (en) * | 1988-05-03 | 1991-08-28 | Du Pont | Herbicidal compositions comprising pyridinesulfonyl urea derivatives |
| BG60084A3 (en) * | 1990-09-13 | 1993-10-15 | Jp Ishihara Sangyo Kaisha Ltd | Herbicide composition |
| EP0598515B1 (en) * | 1992-11-18 | 1998-10-07 | Ishihara Sangyo Kaisha Ltd. | Method for herbicidal activity-enhancing, activity-enhanced herbicidal composition and activity-enhancing composition |
| DE19951427A1 (en) * | 1999-10-26 | 2001-05-17 | Aventis Cropscience Gmbh | Non-aqueous or low-water suspension concentrates of active ingredient mixtures for crop protection |
| US8575067B2 (en) * | 2003-07-25 | 2013-11-05 | Ishihara Sangyo Kaisha, Ltd. | Herbicidal composition having the herbicidal effect enhanced, and method for enhancing the herbicidal effect |
-
2006
- 2006-02-23 ZA ZA200707502A patent/ZA200707502B/en unknown
- 2006-02-23 UA UAA200710240A patent/UA87198C2/en unknown
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102217625A (en) * | 2011-05-06 | 2011-10-19 | 浙江泰达作物科技有限公司 | Mesosulfuron and ethoxysulfuron complex herbicide suspending agent and preparation method thereof |
| CN106172458A (en) * | 2015-06-01 | 2016-12-07 | 四川利尔作物科学有限公司 | Herbicidal combinations and application thereof |
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|---|---|
| ZA200707502B (en) | 2008-11-26 |
| CN101137291B (en) | 2011-08-10 |
| UA87198C2 (en) | 2009-06-25 |
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