CN1255026C - Herbicidal microemulsion - Google Patents
Herbicidal microemulsion Download PDFInfo
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- CN1255026C CN1255026C CNB018039030A CN01803903A CN1255026C CN 1255026 C CN1255026 C CN 1255026C CN B018039030 A CNB018039030 A CN B018039030A CN 01803903 A CN01803903 A CN 01803903A CN 1255026 C CN1255026 C CN 1255026C
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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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/10—Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
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- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
一种微乳剂，它含有(1)至少一种选自苯氧基苯氧基羧酸、杂芳基氧基苯氧基羧酸和它们的衍生物的除草活性组分，(2)至少一种选自聚氧化烯苯乙烯基芳基醚、聚氧化烯脱水山梨醇酯、脱水山梨醇烷基化物、聚氧乙烯聚氧丙烯烷基酚和聚氧化烯烷基醚的非离子表面活性剂和(3)水。A microemulsion comprising (1) at least one herbicidally active ingredient selected from phenoxyphenoxycarboxylic acid, heteroaryloxyphenoxycarboxylic acid and derivatives thereof, (2) at least one nonionic surfactant selected from polyoxyalkylene styryl aryl ether, polyoxyalkylene sorbitan ester, sorbitan alkylate, polyoxyethylene polyoxypropylene alkylphenol and polyoxyalkylene alkyl ether and (3) water.
Description
Background of invention
Technical field
The present invention relates to contain at least a microemulsion that is selected from the activity of weeding component of phenoxy group phenoxy carboxylic acid, heteroaryl oxygen phenoxyl carboxylic acid and their derivative.
Background technology
Studied agrochemical formulation already so that it is suitable for the character of agriculture active component.For the agriculture active substance that is slightly soluble in water, the general preparation that uses such as emulsifiable concentrate, suspending concentrate, wettable powder, water dispersible granular.Particularly, emulsifiable concentrate is owing to be easy to preparation, and it is low to be easy to processing and preparation cost, so use always in very long period.
But because the variety of issue that organic solvent produces in the preparation, as toxicity and combustibility, people need to improve and alternative emulsifiable concentrate always.Owing to this reason, people propose to prepare microemulsion by the most of organic solvent in the water consumption substitution emulsifiable concentrate, thereby address the above problem.For example, JP-A-1-261312 has disclosed a kind of weed killer herbicide that concentrates microemulsion based on water-based, it contain the phenoxy group phenoxy group of a) weeding-or heteroaryl oxygen phenoxyl carboxylate and weeding bentazon salt as active component, b) specific emulsifier or wetting agent, c) specific organic solvent and d) water.In addition, JP-A-5-201807 a kind of microemulsion, it contains a) at least a phenoxy group phenoxy group-and the activity of weeding component of heteroaryl oxygen phenoxyl-carboxylic acid, b) specific dispersant, c) particular emulsifier or wetting agent, d) specific organic solvent and the e of being selected from) water.
But these microemulsions still have variety of issue.The liquid mixture of normally transparent or translucent, that heat power is stable mutually mutual exclusive water of microemulsion and oil.Zhi Bei microemulsion can make the agricultural active composition dissolves that is slightly soluble in water or be scattered in does not so almost have flammable water-based solvent.This class microemulsion is stable, and is easy to preparation, but they generally need a lot of surfactants.In addition, in order to prepare the stable microemulsion agent, need to select suitable surfactant.In addition, even prepare stable microemulsion by making separately component be optimum balance, during dilute with water, owing to lost optimum balance, this microemulsion can be unstable, and separate out crystal before use.
Introduction of the present invention
In these cases, the present inventor found that a kind of stable microemulsion agent through extensive studies, it contains at least a activity of weeding component that is selected from phenoxy group phenoxy carboxylic acid, heteroaryl oxygen phenoxyl carboxylic acid and their derivative, thereby has finished the present invention.Promptly, the invention provides a kind of microemulsion, it contains (1) at least a activity of weeding component that is selected from phenoxy group phenoxy carboxylic acid, heteroaryl oxygen phenoxyl carboxylic acid and their derivative, (2) at least a non-ionic surface active agent and (3) water that is selected from polyoxyalkylene styryl aryl ether, polyoxyalkylene Isosorbide Dinitrate, alkyl sorbitol dehydration thing, polyoxyethylene polyoxypropylene alkyl phenol and polyoxyalkylene alkyl.Microemulsion is not only not stable microemulsion agent on the physics that can go out milk or phase-splitting, and is the chemically stable microemulsion with good activity of weeding component bin stability, and also demonstrates outstanding emulsion stability during dilute with water.The present invention also provides by using microemulsion to suppress the method for undesired plant growth.
Implement best mode of the present invention
The phenoxy group phenoxy carboxylic acid of activity of weeding component of the present invention; the example of heteroaryl oxygen phenoxyl carboxylic acid and their derivative (as salt and various ester) comprises 2-, and (4-(2; diclofop-methyl) and its alkane ester the 4-dichlorophenoxy) propionic acid (common name: phenoxy group); 2-[4-(4-chlorophenoxy) phenoxy group) propionic acid (common name: clofop) and its alkane ester; 2-(4-(α; α; α-three fluoro-is right-toloxyl) and phenoxy group) propionic acid (common name: trifop) and its alkane ester; acetone 0-(2-(4-(α; α; α-three fluoro-is right-tolyl oxygen base) and phenoxy group) propionyl) acetoxime (common name: trifluoro dogstail oxime); 4-(4-(α; α; α-three fluoro-is right-tolyl oxygen base) and phenoxy group) penta-2-olefin(e) acid (common name: difenopenten) and its alkane ester; 2-(4-(4-cyano group-2-fluorophenoxy) phenoxy group) propionic acid (common name: cyanogen fluorine grass cyhalofop) and its alkane ester; ((4-(3 for 2-for 2-; 5-two chloro-2-pyridine radicals oxygen bases) propiono isoxazole pyridine (common name isoxapyrifop) phenoxy group); 2-[4-(3; 5-two chloro-2-pyridine radicals oxygen bases) propionic acid (common name: chlorazifop) and its alkynes ester phenoxy group); trefanocide clodinafop) and its alkynes ester 2-(4-(5-chloro-3-(fluorine pyridine-2-oxygen base)) phenoxy group) propionic acid (common name:; fluazifop (fluazifop)) and its alkane ester 2-(4-(5-trifluoromethyl-2-pyridine oxygen base) phenoxy group) propionic acid (common name:; the spirit of pyrrole fluorine chlorine standing grain) and its alkane ester and alkoxyl alkane ester 2-(4-(3-chloro-5-trifluoromethyl-2-pyridine oxygen base) phenoxy group) propionic acid (common name:; 2-(4-(6-chloro-1; 3-(benzoxazole-2-oxygen base)) phenoxy group) propionic acid (common name: Gao oxazole diclofop-methyl) and its alkane ester; 2-(4-(6-chloro-1; diclofop-methyl thiazole) and its alkane ester 3-(benzothiazole-2-oxygen base)) propionic acid (common name: phenoxy group); quizalofop-ethyl) and its alkane ester 2-isopropylidene amino-oxygen ethyl 2-(4-(6-(chloro-quinoxaline-2-oxygen base)) phenoxy group) propionic acid (common name: propaquizafop), and 2-(4-(6-(chloro-quinoxaline-2-oxygen base)) phenoxy group) propionic acid (common name:.In these compounds some have optical isomer, and independent isomer and raceme are contained in the present invention.
In phenoxy group phenoxy carboxylic acid, heteroaryl oxygen phenoxyl carboxylic acid and their derivative as the activity of weeding component, particularly preferably be heteroaryl oxygen phenoxyl carboxylic acid and their derivative, among this, the alkane ester of fluazifop and it preferably.In addition, among these materials, good especially is fluazifop butyl ester (fluzaifop-P-butyl) or its optically active isomer.
Among the present invention, use can form at least a non-ionic surface active agent of stable microemulsion agent, be at least a polyoxyalkylene styryl aryl ether, polyoxyalkylene Isosorbide Dinitrate, the alkyl sorbitol dehydration thing of being selected from, the non-ionic surface active agent of polyoxyethylene polyoxypropylene alkyl phenol and polyoxyalkylene alkyl preferably is selected from polyoxyalkylene styryl aryl ether, polyoxyalkylene Isosorbide Dinitrate, alkyl sorbitol dehydration thing and polyoxyethylene polyoxypropylene alkyl phenol.Their polyoxyalkylene part is usually by the 5-50 mole, preferably about 5-30 mole, particularly preferably be 10-20 mole oxygen ethene and/or oxypropylene homopolymers, copolymer or block copolymer (copolymer or block copolymer are not suitable for polyoxyalkylene alkyl) and form, their aryl moiety is phenyl or naphthyl normally.The normally about 1-6 of replacement radix on the styryl, preferably about 1-3.The example more specifically of above-mentioned non-ionic surface active agent comprises polyoxyethylene list styryl phenyl ether, polyoxyethylene diphenylethyllene phenyl ether, polyoxyethylene triphenylethylene base phenyl ether, polyoxyethylene polyoxypropylene list styryl phenyl ether, polyoxyethylene polyoxypropylene diphenylethyllene phenyl ether, polyoxyethylene polyoxypropylene base triphenylethylene base phenyl ether, Sorbitan ethoxylate, the polyoxypropylene Isosorbide Dinitrate, the alkyl sorbitol dehydration thing, the polyoxyethylene polyoxypropylene alkyl phenol, polyoxyethylene oxo alcohol, polyoxypropylene oxo alcohol, polyoxyethylene stearyl acyl ether and polyoxypropylene stearoyl ether.
Among the present invention, particularly preferred non-ionic surface active agent is polyoxyalkylene styryl aryl ether and polyoxyalkylene Isosorbide Dinitrate, particularly polyoxyalkylene styryl aryl ether.Among this, preferably polyoxyethylene list styryl phenyl ether, polyoxyethylene diphenylethyllene phenyl ether and polyoxyethylene triphenylethylene base phenyl ether, more preferably polyoxyethylene triphenylethylene base phenyl ether.
In the present invention, can comprise one or more other activity of weeding components and improve herbicidal effect.Other activity of weeding components (common first names) comprise 2,4-D, lorox, diuron, the piperazine humulone, cyanazine, bentazone, paraquat, acifluorfen-sodium, Fomesafen, lactofen, Brominal, Flumiclorac pentyl (flumiclorac-pentyl), the careless fluorine (fluthiacet-methyl) of rattling away, sulfentrazone (sulfentrazone), the careless excellent clomazone of rattling away, clethodim, sethoxydim, quinone oximes grass (tepraloxydim), the chlorimuron ethyl ester, the thiophene methyl methyl esters, oxasulfuron (oxasulfuron), Flumetsulam (flumetsulam), cloransulam-methyl, the weed eradication cigarette, Imazethapyr, the weed eradication quinoline, imazamox (imazamox), glyphosate, grass ammonium phosphine, trefanocide, Pendimethalin, ethalfluralin, alachlor, isopropyl methoxalamine, Acetochlor, eliminate grass go out (dimethenamid), flufenacet, fluthiamide and their various derivatives (as its salt and ester).Among this, Fomesafen preferably, i.e. 5-(α-three fluoro-is right for 2-chloro-α, α-tolyl oxygen base)-N-methyl sulphonyl-2-nitrobenzamide and its salt (as sodium salt and sylvite).
Can randomly add various additives among the present invention, as anion surfactant, organic solvent, antifoaming agent and other additives.
Anion surfactant can be used to form suitable microemulsion, and can be used to guarantee outstanding herbicidal effect.Concrete example comprises soap, the alkyl sulfosuccinate, polycarboxylate, alkyl sulfate salt, sulfuric acid alkane ester, the alkyl sodium sulfate aryl ester, alkyl diethylene glycol (DEG) ether sulfuric ester, the salt of alcohol sulfuric ester, sulfonic acid alkane ester, alkyl aryl sulfonic acid ester, the sulfonic acid aromatic ester, the lignosulphonic acid ester, alkyl biphenyl base ether disulfonate, the polystyrolsulfon acid ester, the salt of alkyl phosphate, alkyl aryl phosphate, phosphoric acid styryl aryl ester, the salt of polyoxyethylene alkyl ether sulfuric ester, the polyoxyethylene alkylaryl ether sulfuric ester, the salt of polyoxyethylene alkylaryl ether sulfuric ester, the polyoxyethylene alkyl ether phosphate, the salt of polyoxyethylene alkyl ether phosphate, the salt of polyxyethylated aryl phosphate ester, polyoxyethylene styryl aryl ether sulfuric ester, polyoxyethylene styryl aryl ether phosphate, the salt of polyoxyethylene styryl aryl ether phosphate, the salt of napsylate-formalin condensation product, polyacrylic salt and their two or more mixtures.In these anion surfactants, preferably alkyl sulfonic acid succinate and alkyl aryl sulfonic acid ester, particularly preferred dialkyl group sulfonic acid succinate and DBS.
Organic solvent can be used to form suitable microemulsion.Concrete example comprises polyalcohol, as ethylene glycol, propane diols, ethylene glycol monobutyl ether, polyethylene glycol and polypropylene glycol; Alcohols is as octanol, hexanol and cyclohexanol; Arsol (commodity are called Ipsol (Idemitsu Petrochemical Co., Ltd. produces), Solvesso (Exxon Chemical product) and Exxol (Exxon Chemical product)); Aliphatic solvents (commodity are called IP solvent (Idemitsu Petrochemical Co., Ltd. produce)), among this, preferably polyalcohol and alcohols, particularly ethylene glycol, polyethylene glycol and cyclohexanol.
Ratio for each component, contain 5-50 weight in the microemulsion of the present invention of 100 weight portions, at least a activity of weeding component that is selected from phenoxy group phenoxy carboxylic acid, heteroaryl oxygen phenoxyl carboxylic acid and their derivative of preferred 7-25 weight portion, the 3-40 weight portion, at least a non-ionic surface active agent of preferred 5-30 weight portion, with surplus, 10-85 weight portion normally, the water of preferred 15-72 weight portion.When microemulsion contained other components, it can contain the 5-40 weight portion, the anion surfactant and the 1-40 weight portion of preferred 3-30 weight portion, the organic solvent of preferred 3-30 weight portion.
By making component obtain microemulsion of the present invention with order mixing arbitrarily.Usually use agitator or agitating device to mix.
Microemulsion of the present invention has outstanding activity of weeding, can be applied in the various crops field, and on farmland, highland, orchard, mulberry tree ground and non-crop field, as forest and farmland path, various harmful weeds in its controlled such as soybean field and cotton field.Can apply microemulsion of the present invention like this, the applied amount that makes the activity of weeding component that is selected from phenoxy group phenoxy carboxylic acid, heteroaryl oxygen phenoxyl carboxylic acid and their derivatives is a 10-500 gram/hectare, preferred 50-300 gram/hectare, if also contain other activity of weeding components, then the applied amount of other activity of weeding components is a 5-2000 gram/hectare, preferred 50-500 gram/hectare.The present invention has been contained by using microemulsion to suppress the growing method of unwanted plant.
Below, the present invention does further detailed elaboration with reference to embodiment.But, should be appreciated that the present invention is not limited by this class specific embodiment.At first introduce example of formulations.In example of formulations, " part " expression " parts by weight ".
Example of formulations 1
Mix 19.8 parts of fluazifop butyl esters (purity 93%), 15 parts of polyoxyethylene triphenylethylene base phenyl ether (trade names: Sorpol T-15:Toho Chemical Industry, Co., Ltd. produce), 10 parts of dialkyl group sulfonic acid sodium succinates (trade name: NK-EP-70G, Takemoto Oi1﹠amp; Fats Co., Ltd. produces) and 55.2 parts of water, obtain microemulsion.
Example of formulations 2
Except with 15 parts of NK-EP-70G (trade name) and the 50.2 parts of water, other obtain microemulsion according to the process of example of formulations 1.
Example of formulations 3
By mixing 19.8 parts of fluazifop butyl esters (purity 93%), 12 parts of Sorpol T-15 (trade name), 15 parts of NK-EP-70G (trade name), 5 parts of ethylene glycol and 48.2 parts of water obtain microemulsion.
Example of formulations 4-15
Obtain containing the microemulsion of ratio component shown in the following table 1 according to the process of example of formulations 3.In this table, PEG-200 and PEG-400 represent the tesque by Nacalai, the polyethylene glycol of Inc. preparation, and 1620 expressions of IP solvent are by Idemitsu Petrochemical Co., Ltd. Zhi Bei aliphatic solvents, ExxolD40 are represented the arsol by Exxon Chemical preparation.
Table 1
| Component | Ratio | |||||||||||
| 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | |
| Pyrrole oxygen diclofop-methyl butyl ester | 19.8 | 19.8 | 19.8 | 19.8 | 19.8 | 19.8 | 19.8 | 19.8 | 19.8 | 19.8 | 19.8 | 19.8 |
| Sorpol T-15 | 15 | 15 | 15 | 15 | 15 | 15 | 15 | 15 | 15 | 15 | 15 | 15 |
| NK-EP-70G | 10 | 11 | 15 | 15 | 15 | 20 | 11 | 20 | 15 | 15 | 15 | 15 |
| Ethylene glycol | 20 | 25 | - | - | - | - | - | - | - | - | - | - |
| Propane diols | - | - | 5 | 10 | - | - | - | - | - | - | - | - |
| PEG-200 | - | - | - | - | 15 | 20 | - | - | - | - | - | - |
| PEG-400 | - | - | - | - | - | - | 10 | 20 | - | - | - | - |
| Cyclohexanol | - | - | - | - | - | - | - | - | 10 | 24 | - | - |
| IP solvent 1620 | - | - | - | - | - | - | - | - | - | - | 10 | - |
| Exxol D40 | - | - | - | - | - | - | - | - | - | - | - | 10 |
| Water | 35.2 | 29.2 | 45.2 | 40.2 | 35.2 | 25.2 | 44.2 | 25.2 | 40.2 | 26.2 | 40.2 | 40.2 |
Example of formulations 16
Obtain microemulsion by mixing 19.8 parts of pyrrole oxygen diclofop-methyl butyl esters (purity 93%), 15 parts of polyoxyethylene triphenylethylene base phenyl ethers (trade name: Soprophor BSU, Luo Na-Planck), 15 parts of NK-EP-70G (trade name), 5 parts of propane diols and 45.2 parts of water.
Example of formulations 17
2.9 parts of sodium hydroxide are dissolved in 30 parts of water, inwardly add 29.4 parts of Fomesafens (purity 89%) and obtain Fomesafen-sodium.Make the aqueous solution and 22.7 parts of pyrrole oxygen diclofop-methyl butyl esters (purity 93%) and 15 parts of Sorpol T-15 (trade name) obtain microemulsion by stirring then.
Example of formulations 18
2.9 parts of sodium hydroxide are dissolved in 25 parts of water, inwardly add 29.4 parts of Fomesafens (purity 89%) and obtain Fomesafen-sodium.Make the aqueous solution and 22.7 parts of pyrrole oxygen diclofop-methyl butyl esters (purity 93%) and 5 parts of NK-EP-70G (trade name) obtain microemulsion by stirring then.
Example of formulations 19-24
Obtain containing the microemulsion of component ratio as shown in table 2 according to the method for example of formulations 18.
Table 2
| Component | Ratio | |||||
| 19 | 20 | 21 | 22 | 23 | 24 | |
| Pyrrole oxygen diclofop-methyl butyl ester | 22.7 | 22.7 | 22.7 | 22.7 | 22.7 | 22.7 |
| Fomesafen | 29.4 | 29.4 | 29.4 | 29.4 | 29.4 | 29.4 |
| Sodium hydroxide | 2.9 | 2.9 | 2.9 | 2.9 | 2.9 | 2.9 |
| Sorpol T-15 | 15 | - | - | - | - | - |
| Soprophor BSU | - | 8.5 | 10 | 10 | 10 | 15 |
| NK-EP-70G | 10 | 15 | 10 | 12 | 20 | 5 |
| Water | 20 | 21.5 | 25 | 23 | 15 | 25 |
Example of formulations 25
1.45 parts of sodium hydroxids are dissolved in 47.55 parts of water, inwardly add 14.7 parts of fluazifops (purity 87%), obtain the aqueous solution of pyrrole Fomesafen-sodium.Then, the aqueous solution is mixed with 11.3 parts of fluazifop butyl esters (purity 93%), 10 parts of Sorpol T-15 (trade name) and 15 parts of NK-EP-70G (trade name), obtain microemulsion by stirring.
Example of formulations 26-29
Obtain containing the microemulsion of component ratio shown in the following table 3 according to example of formulations 25 described methods.
Table 3
| Component | Ratio | |||
| 26 | 27 | 28 | 29 | |
| Pyrrole oxygen diclofop-methyl butyl ester | 11.3 | 11.3 | 11.3 | 11.3 |
| Fomesafen | 14.7 | 14.7 | 14.7 | 14.7 |
| Sodium hydroxide | 1.45 | 1.45 | 1.45 | 1.45 |
| Sorpol T-15 | 15 | 15 | - | - |
| Soprophor BSU | - | - | 15 | 15 |
| NK-EP-70G | 5 | 15 | 5 | 10 |
| Water | 52.55 | 42.55 | 52.55 | 47.55 |
Example of formulations 30
1.45 parts of sodium hydroxide are dissolved in 46.75 parts of water, inwardly add 14.5 parts of Fomesafens (purity 87%), obtain Fomesafen-sodium.Then, make the aqueous solution and 11.3 parts of fluazifop butyl esters (purity 93%), 20 parts of Sorpol T-15 (trade name) and 6 parts of mixed with propylene glycol, obtain microemulsion by stirring.
Example of formulations 31 to 35
Obtain containing the microemulsion of component ratio as shown in table 4 according to example of formulations 30 described methods.
Table 4
| Component | Ratio | ||||
| 31 | 32 | 33 | 34 | 35 | |
| Pyrrole oxygen diclofop-methyl butyl ester | 11.3 | 11.3 | 11.3 | 11.3 | 11.3 |
| Fomesafen | 14.5 | 14.5 | 14.5 | 14.5 | 14.5 |
| Sodium hydroxide | 1.45 | 1.45 | 1.45 | 1.45 | 1.45 |
| Sorpol T-15 | - | 10 | 15 | - | - |
| Soprophor BSU | 20 | - | - | 15 | 15 |
| NK-EP-70G | - | 15 | 5 | 5 | 10 |
| Propane diols | 6 | 6 | 6 | 6 | 6 |
| Water | 46.75 | 41.75 | 46.75 | 46.75 | 41.75 |
Example of formulations 36
1.45 parts of sodium hydroxide are dissolved in 46.75 parts of water, inwardly add 14.5 parts of Fomesafens (purity 87%), obtain Fomesafen-sodium.Then, make the aqueous solution and 11.3 parts of fluazifop butyl esters (purity 93%), 20 parts of polyoxyethylene styryl phenyl ethers and DBS (trade name: Sorpol 355 by stirring, Toho Chemical Industry, Co., Ltd.) and 6 parts of mixed with propylene glycol, obtain microemulsion.
Example of formulations 37
42.1 parts of water and 11.2 part of 10.97% sodium hydrate aqueous solution are mixed, inwardly add 12.5 parts of Fomesafens (purity 89%), obtain Fomesafen-sodium.Then, the aqueous solution is mixed with 10.1 parts of fluazifop butyl esters (purity 93%), 13.4 parts of Soprophor BSU (trade name) and 10.7 parts of NK-EP-70G (trade name), obtain microemulsion by stirring.
Example of formulations 38
15.3 parts of water and 20.1 part of 10.97% sodium hydrate aqueous solution are mixed, inwardly add 23.3 parts of Fomesafens (purity 89%), obtain Fomesafen-sodium.Then, the aqueous solution is mixed with 18.8 parts of fluazifop butyl esters (purity 93%), 10 parts of Soprophor BSU (trade name) and 12.5 parts of NK-EP-70G (trade name), obtain microemulsion by stirring.
Control formulation embodiment 1
1.3 parts of sodium hydroxide are dissolved in 46.7 parts of water, inwardly add 14.7 parts of Fomesafens (purity 87%), obtain Fomesafen-sodium.Then, by stirring make the aqueous solution and 11.3 parts of fluazifop butyl esters (purity 93%), 20 parts of Emulsifier EL-60s (trade name: Alkamuls R/81, Rhone-Poulenc) and 6 parts of mixed with propylene glycol.The result does not obtain microemulsion, and has obtained milk shape mixture, is separated after a few hours.
Control formulation embodiment 2
1.3 parts of sodium hydroxide are dissolved in 46.7 parts of water, inwardly add 14.7 parts of Fomesafens (purity 87%), obtain Fomesafen-sodium.Then, make the aqueous solution and 11.3 parts of fluazifop butyl esters (purity 93%), 15 parts of Alkamuls R/81 (trade name), 5 parts of NK-EP-70G (trade name) and 6 parts of mixed with propylene glycol by stirring.The result does not obtain microemulsion, and has obtained milk shape mixture, is separated after a few hours.
Control formulation embodiment 3
1.3 parts of sodium hydroxide are dissolved in 46.7 parts of water, inwardly add 14.7 parts of Fomesafens (purity 87%), obtain Fomesafen-sodium.Then, make the aqueous solution and 11.3 parts of fluazifop butyl esters (purity 93%), 20 parts of polyoxyethylene polyoxypropylene block polymer (trade names: Pepol B-182 by stirring, TohoChemical Industry, Co., Ltd. produces) and 6 parts of mixed with propylene glycol.The result does not obtain microemulsion, and has obtained milk shape mixture, is separated after a few hours.
Experimental example is now described.
Experimental example 1
The microemulsion of above-mentioned example of formulations 1-36 preparation is placed in 20 milliliters of ampoules, each 10 gram, sealed ampoule is stored one section preset time (1 day, 1 week, 2 weeks or 1 month) down at 20 ℃, from outside perusal inclusion.It is stable that all microemulsions keep, and liquefaction is not separated or suckles.
Experimental example 2
With above-mentioned example of formulations 4,5,911,13,18-22,24 and the microemulsion of 26-36 preparation be placed in 20 milliliters of ampoules, each 10 gram, sealed ampoule is stored a period of time (1 week, 2 weeks or 1 month) down at-5 ℃, naked eyes are from the visual observation inclusion.It is stable that all microemulsion keeps, and is not separated or suckles liquefaction.
Experimental example 3
The microemulsion of above-mentioned example of formulations 4,5 and 11 preparations is placed in 20 milliliters of ampoules, each 10 gram, sealed ampoule was stored for 2 weeks down at 5 ℃, from outside perusal inclusion.It is stable that all microemulsion keeps, and is not separated or suckles liquefaction.
Experimental example 4
The microemulsion of above-mentioned example of formulations 1,2,4,5,8,9,11,13 and 18 preparations is placed in 20 milliliters of ampoules, each 10 gram, sealed ampoule was stored 1 day under 50 ℃, was storing for 2 weeks under 54 ℃ or was storing for 1 week under 60 ℃, and inclusion detects by an unaided eye from the outside.It is stable that all microemulsion keeps, and is not separated or suckles liquefaction.
Experimental example 5
With example of formulations 13,20-24, the microemulsion of 26,28 and 29 preparations is placed in 20 milliliters of ampoules, each 10 gram, sealed ampoule is carried out cyclic test and (was stored altogether 21 days, comprise three circulations :-5 ℃ following 3 days, following 1 day of room temperature and 50 ℃ are following 3 days), inclusion detects by an unaided eye from the outside.It is stable that all microemulsions keep, and liquefaction is not separated or suckles.
Experimental example 6
With weeds (Digitaria sanguinalis L.) with 1/1,000,000 hectare consumption sowing is in having filled the jar of upland soil, when weed growth arrives the 2.7-3 leaf age, take by weighing the microemulsion of above-mentioned example of formulations 5 and 11 preparations, make its active component that contains scheduled volume, be diluted with water to 200 liters/hectare, carry out leaf and handle.Water-reducible solution is good dispersity.
Handle 3 weeks of back, the growing state of visual inspection weeds is with growth inhibition ratio grade (%) the assessment herbicide effect from 0 (being equivalent to contrast) to 100 (dead fully).The result is as shown in table 5.
Table 5
| Example of formulations | The dosage of fluazifop butyl ester (g/ha) | Growth inhibition ratio (%) |
| 5 | 100 | 89 |
| 50 | 87 | |
| 25 | 80 | |
| 11 | 100 | 89 |
| 50 | 88 | |
| 25 | 75 |
Experimental example 7
With soybean (Glycine Max Merr.) with 1/30,000 hectare ratio sowing is in having filled the jar of upland soil, when soybean length arrives the 0.5-0.7 blade, take by weighing the microemulsion of example of formulations 5 and 11 preparations, make its active component that contains scheduled volume (200 or 400 gram/hectare fluazifop butyl ester), be diluted with water to 200 liters/hectare.The agricultural spray of 0.2% (volume) is added in the water-reducible solution, carries out leaf and handle.Water-reducible solution is good dispersity.Two weeks after treatment, the growing state of visual inspection soybean is not observed damage.
Experimental example 8
On the highland big field (1 test section: 5 meters * 1 meter), allow other weeds grow simultaneously weeds (Digitaria sanguinalis L.), common ragweed (Ambrosiaartemisiifolia L.) and soybean (Glycine max Merr.) sowing.When plant growing to predetermined leaf state (1. weeds 0.5-3.5 leaf age, 2. the 3. red pigweed of common ragweed 0.2-2.0 leaf age (Amaranthus retroflexusL.) 0.5-3.1 leaf age, 4. soybean 0.4 leaf age), take by weighing example of formulations 37 and 38 microemulsions that prepare as mentioned above, make it contain the scheduled volume active component, be diluted with water to 250 liters/hectare, carry out leaf and handle.Water-reducible solution is good dispersity.
Handled back 29 days, the growing state of each plant of visual inspection is with growth inhibition ratio grade (%) the assessment herbicide effect from 0 (being equivalent to contrast) to 100 (dead fully).The result is as shown in table 6.
Table 6
| Example of formulations | Dosage (g/ha) | Growth inhibition ratio (%) | |||
| Fluazifop butyl ester+Fomesafen | Weeds | Common ragweed | Red pigweed | Soybean | |
| 37 | 100+125 | 83 | 78 | 95 | 0 |
| 150+188 | 85 | 80 | 98 | 8 | |
| 200+250 | 88 | 93 | 100 | 5 | |
| 38 | 100+125 | 80 | 68 | 93 | 0 |
| 150+188 | 90 | 80 | 100 | 10 | |
| 200+250 | 90 | 78 | 100 | 13 | |
Industrial applicability
Microemulsion of the present invention is not only stable microemulsion on the physics that does not occur to suckle liquefaction or be separated, and be the chemically stable microemulsion that the activity of weeding component has good storage stability, further shown outstanding emulsion stability during dilute with water. The present invention also provides by suppress the method for undesired plant growth with microemulsion.
Claims (14)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13459/2000 | 2000-01-21 | ||
| JP2000013459 | 2000-01-21 | ||
| JP13459/00 | 2000-01-21 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1398157A CN1398157A (en) | 2003-02-19 |
| CN1255026C true CN1255026C (en) | 2006-05-10 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB018039030A Expired - Fee Related CN1255026C (en) | 2000-01-21 | 2001-01-18 | Herbicidal microemulsion |
Country Status (6)
| Country | Link |
|---|---|
| KR (1) | KR100756759B1 (en) |
| CN (1) | CN1255026C (en) |
| AR (1) | AR026824A1 (en) |
| AU (1) | AU2001227066A1 (en) |
| BR (1) | BR0107716B1 (en) |
| WO (1) | WO2001052650A2 (en) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6713433B2 (en) | 1999-08-11 | 2004-03-30 | Monsanto Technology, Llc | Coformulation of an oil-soluble herbicide and a water-soluble herbicide |
| US6689719B2 (en) | 1999-08-11 | 2004-02-10 | Monsanto Technology Llc | Coformulation of carfentrazone-ethyl and glyphasate |
| US8232230B2 (en) | 2000-12-01 | 2012-07-31 | Helena Holding Company | Manufacture and use of a herbicide formulation |
| DE60222573T2 (en) | 2001-09-26 | 2008-06-12 | Platte Chemical Company, Greeley | MICROEMULSION-CONTAINING HERBICIDE CONCENTRATES, MICROEMULSIONS AND METHOD |
| AR036712A1 (en) * | 2001-10-03 | 2004-09-29 | Syngenta Participations Ag | HERBICIDE COMPOSITION |
| JO2597B1 (en) * | 2004-10-22 | 2011-11-01 | سوميتومو كيميكال كومباني, ليمتد | Pesticidal Emulsifiable Concentrate. |
| US8426341B2 (en) | 2005-05-27 | 2013-04-23 | Helena Holding Company | Herbicide formulation |
| EP1891855A1 (en) * | 2006-08-05 | 2008-02-27 | Bayer CropScience AG | Novel microemulsion concentrates |
| EP1886560A1 (en) * | 2006-08-05 | 2008-02-13 | Bayer CropScience AG | New microemulsifiable concentrates |
| CN101385456B (en) * | 2008-10-17 | 2011-10-26 | 广西田园生化股份有限公司 | Cassava field post-seedling chemical herbicide using efficient fluazifop as effective ingredient |
| AR100943A1 (en) * | 2014-06-27 | 2016-11-09 | Fmc Corp | CONTROLLED LIBERATION SULFENTRAZONE TO PROTECT PLANTS |
| AR109032A1 (en) | 2016-07-12 | 2018-10-24 | Monsanto Technology Llc | PESTICIDED MICROEMULSIONS |
| AU2022301674A1 (en) * | 2021-07-02 | 2023-12-21 | Syngenta Crop Protection Ag | Use of fluazifop-p-butyl for insect control |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3806294A1 (en) * | 1988-02-27 | 1989-09-07 | Hoechst Ag | HERBICIDES IN THE FORM OF AQUEOUS MICROEMULSIONS |
| JPH04305501A (en) * | 1991-04-02 | 1992-10-28 | Mitsubishi Petrochem Co Ltd | Herbicide for fields |
| EP0533057B1 (en) * | 1991-09-14 | 1997-12-29 | Hoechst Schering AgrEvo GmbH | Selective herbicidal agent in the form of concentrated microemulsions |
| JP3299812B2 (en) * | 1993-04-16 | 2002-07-08 | ダウ・アグロサイエンス・エル・エル・シー | Herbicide composition |
| US6369001B1 (en) * | 1999-08-11 | 2002-04-09 | Monsanto Technology, Llc | Microemulsion coformulation of a graminicide and a water-soluble herbicide |
| US6187715B1 (en) * | 2000-02-16 | 2001-02-13 | Isp Investments Inc. | Water-based microemulsions of a lower alkyl ester of quinoxalinyl herbicide |
-
2001
- 2001-01-10 AR ARP010100095A patent/AR026824A1/en active IP Right Grant
- 2001-01-18 CN CNB018039030A patent/CN1255026C/en not_active Expired - Fee Related
- 2001-01-18 KR KR1020027009358A patent/KR100756759B1/en not_active Expired - Fee Related
- 2001-01-18 AU AU2001227066A patent/AU2001227066A1/en not_active Abandoned
- 2001-01-18 WO PCT/JP2001/000309 patent/WO2001052650A2/en not_active Ceased
- 2001-01-18 BR BRPI0107716-3A patent/BR0107716B1/en not_active IP Right Cessation
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| Publication number | Publication date |
|---|---|
| WO2001052650A8 (en) | 2001-09-27 |
| BR0107716A (en) | 2002-11-19 |
| WO2001052650A3 (en) | 2002-02-07 |
| BR0107716B1 (en) | 2013-03-19 |
| CN1398157A (en) | 2003-02-19 |
| WO2001052650A2 (en) | 2001-07-26 |
| KR20020071957A (en) | 2002-09-13 |
| AR026824A1 (en) | 2003-02-26 |
| KR100756759B1 (en) | 2007-09-07 |
| AU2001227066A1 (en) | 2001-07-31 |
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