CN1169099A - Synergistic herbicidal agents based on glufosinates and nitrodiphenyl ethers and their formulations - Google Patents

Synergistic herbicidal agents based on glufosinates and nitrodiphenyl ethers and their formulations Download PDF

Info

Publication number
CN1169099A
CN1169099A CN96191578A CN96191578A CN1169099A CN 1169099 A CN1169099 A CN 1169099A CN 96191578 A CN96191578 A CN 96191578A CN 96191578 A CN96191578 A CN 96191578A CN 1169099 A CN1169099 A CN 1169099A
Authority
CN
China
Prior art keywords
weight
weed killer
type
herbicide
killer herbicide
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN96191578A
Other languages
Chinese (zh)
Inventor
J·克里莫
J·科库尔
G·克鲁格
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer CropScience AG
Original Assignee
Hoechst Schering Agrevo GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Hoechst Schering Agrevo GmbH filed Critical Hoechst Schering Agrevo GmbH
Publication of CN1169099A publication Critical patent/CN1169099A/en
Pending legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N57/00Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/10Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
    • A01N57/12Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic radicals
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N31/00Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/08Oxygen or sulfur directly attached to an aromatic ring system
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N33/00Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/16Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
    • A01N33/18Nitro compounds
    • A01N33/20Nitro compounds containing oxygen or sulfur attached to the carbon skeleton containing the nitro group
    • A01N33/22Nitro compounds containing oxygen or sulfur attached to the carbon skeleton containing the nitro group having at least one oxygen or sulfur atom and at least one nitro group directly attached to the same aromatic ring system
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N57/00Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/18Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
    • A01N57/20Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Herbicidal agents containing A) glufosinates or their salts or similar agents like bialophos, B) a nitrodiphenyl ether herbicide like oxyfluorophene and C) an alkyl polyglycol ether sulphate tenside have synergistic herbicidal effects. Components A, B and C can be jointly formulated in the form of an aqueous emulsion in which there are 1-15 % A), 0.1 to 5 % B), 1-15 % C), 3 to 30 % organic solvent, 40-60 % water, 2-10 % emulsifier and 0 to 20 % ordinary formulation auxiliaries.

Description

Synergistic herbicidal agents and preparation thereof based on careless ammonium phosphine and nitro diphenyl ether
The invention belongs to and to be used for preventing and treating the crop protection agents field of green bristlegrass grass, particularly herbicidal composition field.
Grass ammonium phosphine (1) That is, 4-[hydroxyl (methyl) phosphono]-ammonium salt of DL-high lactamine, be known weed killer herbicide, it absorbs (blade face effect weed killer herbicide) through the green portion of plant; Referring to " agricultural chemicals handbook the 9th edition, the Britain plant protection committee, 1991, the 458 pages.Grass ammonium phosphine mainly is in raise crop and farming ground, by specific application technique, is used for preventing and treating broad leaved weed and grassy weed behind the bud, also can be used in the ranks handling in agriculture row crop such as corn, cotton etc.Formula (1) compound contains asymmetric carbon atom.The L-enantiomer is considered to the biologically active isomer.
Disclose in addition, the effect of careless ammonium phosphine and its L-enantiomer can improve significantly with surfactant, preferably uses the wetting agent that belongs to alkyl polyglycol ether sulfate series, for example, with its alkali metal salts or ammonium salt form, still, can be its magnesium salts also, as C 12/ C 14-aliphatic alcohol diethylene glycol ether sodium sulfate salt (gram enapol LRO, Hoechst); Referring to EP-A-0476555, EP-A-0048436, EP-A-0336151 or US-A-4,400,196 and concentrate " influence herbicidal activity and the optionally factor " literary composition deliver, 227-232 (1988) in the EWRS nd Annual Meeting.Also disclose alkyl polyglycol ether sulfate in addition and also be suitable for, be used for a series of other weed killer herbicides, especially for the diphenyl ether weed killer herbicide as bleeding agent and synergist; Referring to EP-A-0476555.
Surprising is, have now found that, grass ammonium phosphine or relevant active substance can be advantageously with some nitro diphenyl ether weed killer herbicide with as the anion surfactant combination that belongs to alkyl polyglycol ether sulfate series of bleeding agent, produce Synergistic active.
The present invention relates to weed killer herbicide, it comprises the following composition of effective dose, and composition comprises following composition: A) one or more formulas (A) compound or its salt
Wherein
Z be following group :-OM ,-NHCH (CH 3) CONHCH (CH 3) COOM or
-NHCH (CH 3) CONHCH[CH 2CH (CH 3) 2] COOM, wherein under each situation, M be hydrogen or
Inorganic or organic cation, B) one or more nitro diphenylether herbicidal compounds, and C) a kind of anion surfactant that belongs to alkyl polyglycol ether sulfate series.
Formula (A) comprises all stereoisomers and composition thereof, particularly its racemic modification and each bioactive enantiomer.
The embodiment of the active substance of formula (A) has following: the careless ammonium phosphine (acid) of the racemic form of a1) having mentioned already (glufosinate) and ammonium salt; a2) the L-enantiomer of careless ammonium phosphine (acid) and ammonium salt thereof; a3) bilanafos; that is L-2-amino-4-[hydroxyl (methyl) phosphono ,] bytyry-L-alanyl-L-alanine and sodium salt thereof.
The conventional amount of application of grass ammonium phosphine racemic modification itself is between 200 to 1000 gram gram active component/hectares.Under such dosage, when careless ammonium phosphine is that it is effective especially when the green portion of plant absorbs.Because it was degraded by microorganisms in several days in soil, thereby did not have long-acting in soil.This point is suitable for active substance bilanafos-sodium equally; Referring to " agricultural chemicals handbook, the 9th edition, 1991, the 75 pages in the Britain plant protection committee.
The example of dinitrophenyl ether compound (B) is b1) Oxyfluorfen, that is, and 2-chloro-1-(3-ethyoxyl-4-nitrophenoxy)-4-trifluoromethylbenzene; It is the known preceding or post-emergence herbicide of soybean field bud, also can be used for farming ground, and the consumption of single active substance is 100-1000 gram active component/hectare.B2) lactofen, that is, and 5-[2-chloro-4-(trifluoromethyl) phenoxy group]-2-nitrobenzoic acid [1-(ethoxy carbonyl) ethyl] ester; This active substance routine is used in soybean and cereal class Tanaka is used for before the bud or weeding behind the bud, and with regard to it was single, consumption was 50-500 gram active component/hectare.B3) bifenox, that is, and 5-(2,4 dichloro benzene oxygen base)-2-nitrobenzoic acid methyl esters; This active substance routine is used in and is used for before the bud in cereal class, rice and the corn field or weeding behind the bud, and with regard to it was single, consumption was 50 to 1000 gram active component/hectares.B4) fluoroglycofen-ethyl, that is, and 5-[2-chloro-4-(nitro methyl) phenoxy group]-2-nitro-benzoic acid (ethoxy carbonyl methyl) ester; It is before known cereal class and the soybean field bud or post-emergence herbicide, and the consumption of single active substance is 5 to 50 gram active component/hectares.B5) acifluorfen, that is, and 5-[2-chloro-4-(trifluoromethyl)-phenoxy group]-2-nitrobenzoic acid or its salt, as sodium salt; It is before soybean and the cereal class field bud or post-emergence herbicide, and the consumption of single active substance is 100-500 gram active component/hectare.B6) Fomesafen, that is, and N-mesyl-5-[2-chloro-4-(trifluoromethyl) phenoxy group]-the 2-nitrobenzamide; It is before known soybean or the cereal class field bud or post-emergence herbicide, and the consumption of single active substance is 50-1000 gram active component/hectare.
Compound b 1 to b6 for example is described in " agricultural chemicals handbook) ", and the 9th edition in the document of the Britain plant protection committee 1991 and citation thereof, and is the known plain oxidase inhibitor weed killer herbicide of protoporphyrin.
Anion surfactant (C) is the wetting agent that for example belongs to aliphatic alcohol polyethylene glycol ether sulfate and salt thereof, preferred C 12-C 18The ammonium salts of the alkali metal salt of-aliphatic alcohol polyethylene glycol ether sulfate, alkali salt or ammonium salt or replacement; The ammonium salt that replaces be for example primary, secondary, uncle and quaternary ammonium salt, substituting group is selected from alkyl or hydroxy alkyl, its alkyl preferably has 1 to 4 carbon atom.The preferred C that adopts 12-C 14-aliphatic alcohol diethylene glycol ether sulfuric ester-sodium salt ( _Gram enapol LRO, Hoechet A gram).
US-A-5,324,708 disclose the preparation of the preparation that contains weed killer herbicide grass ammonium phosphine, particularly its non-hygroscopic salt form and Oxyfluorfen combination.The combination of these weed killer herbicides and anionic wetting agent is not described in this document.US-A-5, the information of the Synergistic active aspect of the biological Examples of 324,708 these combinations of herbicides of shortage and careless ammonium phosphine and Oxyfluorfen combination.
The combination of careless ammonium phosphine and other weed killer herbicide is disclosed in the Research Bulletin (Research Disclosure) 275 (1987), 154, to widen careless ammonium phosphine action spectrum.In particular, this document is mentioned the combination of careless ammonium phosphine and Oxyfluorfen and is used for cotton.This document lack the combination of careless ammonium phosphine and Oxyfluorfen or with the information of the Synergistic active aspect of aliphatic alcohol polyethylene glycol sulphate combination.
Surprising is, have found that, when A type weed killer herbicide in the presence of surfactant C, with-kind or the multiple active substance combination that belongs in the B group when using, observed super adduction (=synergy) effect.Compare with adopt single weed killer herbicide separately in the presence of wetting agent C, the activity of combination is significantly high.These effects make that consumption reduces, wideer broad leaved weed and grassy weed control spectrum, more promptly bring into play herbicide effect, longer action time, by applied once or minority using several times, noxious plant is is better prevented and treated and widened becomes possibility possible service time.These performances are required in the actual use of control of weeds, make crops not have harmful competitive plant, and therefore guarantee and/or increase output from the angle of matter or amount.This novel composition obviously surpasses prior art on above-mentioned performance.
The best of weight ratio and consumption for example may be selected to depend on the vegetative period, weeds spectrum and the environment that mix pairing component, broad leaved weed or grassy weed-and climatic factor.
So A of the composite weedicide of A type and Type B: the weight ratio of B can change in wide scope, and generally speaking, is between 100: 1 and 1: 5, preferably between 10: 1 to 1: 1.Following weight ratio A: B is preferred for the particularly careless ammonium phosphine of A type weed killer herbicide (racemic mixture) :-with Oxyfluorfen be 10: 1 to 2: 1, particularly 8: 1 to 3: 1.-with lactofen be 10: 1 to 2: 1, particularly 8: 1 to 3: 1.-with bifenox be 10: 1 to 2: 1, particularly 8: 1 to 3: 1.-with fluoroglycofen-ethyl be 100: 1 to 10: 1, particularly 50: 1 to 10: 1.-with acifluorfen be 10: 1 to 2: 1, particularly 8: 1 to 3: 1.-with Fomesafen be 10: 1 to 2: 1, particularly 8: 1 to 3: 1.
When using with the form of combination, the amount of application of the weed killer herbicide of herbicide application amount during than single using is much lower, but identical effect is provided.Generally speaking, A type weed killer herbicide, preferred careless ammonium phosphine, amount of application are 100 to 600 gram active component/hectares, the nitro diphenyl ether, and as preferred Oxyfluorfen and lactofen, amount of application is 50 to 150 gram active component/hectares.
The optimum spraying amount of C type anion surfactant depends on weed killer herbicide and already mentioned factor, and generally speaking, in surface reactive material (SAS), be between per hectare 100 and 2000 gram surfactants, preferred 500 to 1500 gram surface reactive material/hectares.Therefore, the weight ratio of weed killer herbicide A and surfactant C preferably 1: 1 to 1: 10, particularly 1: 2 to 1: 5.
The present composition acts on the weeds of wide spectrum.For example, they are suitable for preventing and treating annual and perennial weed, as Agropyron, Paspalum, cogon, Pennisetum, japanese bearbind genus, Cirsium, Rumex and other.
The present composition can be used for optionally preventing and treating annual and perennial noxious plant in raise crop and fruit tree and the viticulture, raise crop such as oil palm, coconut palm palm fibre, rubberplant, citrus, pineapple, cotton, coffee, cocoa or the like.Equally, composition of the present invention can be used for using the thing ploughed of non-farming or no-tillage method to produce.In addition, they can be used in road, open ground and industrial land etc. in non-selective mode, keep the no green bristlegrass grass growth of these areas.
The salient point of the present composition is the herbicide effect that it is rapid and long-acting.The resistance of rainwater washing against of active substance is good in the present composition.Special advantage is, be used for the formula (A) of composition and (B) effective dose of compound be so low, their soil effect reduces greatly.This is to make it be applied to sensitive crop for the first time to become possibility, and in addition, phreatic pollution is actual to be avoided.Composition by active substance of the present invention and wetting agent reduces required active substance amount of application greatly.
Therefore the method that the present invention also relates to prevent and treat the green bristlegrass grass, this method comprises, and one or more A type weed killer herbicides are applied to part or the cultivation area of noxious plant, these plants with one or more Type B weed killer herbicides and a kind of C type anion surfactant.
Can exist with the form of the mix preparation of these three kinds of components according to active compound composition of the present invention, if it is suitable, described mix preparation has other conventional processing aid, afterwards with the form of this mix preparation with dilute with water, use with common mode, or they can be by processing respectively or the part component of processing respectively, and water together dilutes, with the mixed form preparation of so-called bucket.
A type or Type B compound or its combination, if suit can process in various manners with surfactant, the mode of processing depends on main biology and/or physical and chemical parameter.The general preparation that is fit to be for example wetting powder (WP), missible oil (EC), the aqueous solution (SL), emulsion (EW) as oil-in-water and water-in-oil emulsion, sprayable solution or emulsion, oil or aqueous-based dispersions, suspension emulsion, pulvis (DP), seed dressing product, soil application or the granule that spreads fertilizer over the fields or water dispersible granule (W gram), ULV preparation, microcapsule formulations or cerate.
The single type of preparation is known in principle, and is described in for example Winnacker-Kuchler, " chemical technology ", the 7th volume, C.Hauser publishing house, Munich, the 4th edition, 1986; Van Valkenburb, " agent of agricultural chemicals type " Marcel Dekker N.Y., 1973; K.Martens, " atomized drying handbook, the 3rd edition, 1979, G.Goodwin Ltd. London.
Required processing aid also is known and is described in for example Watkins as inert material, surfactant, solvent or other additive, " agent of insecticide dust dilution agent and carrier handbook, the 2nd edition, Darland Books, Caldwell N.J.; H.V. Olphen, " clay colloidal chemistry introduction " the 2nd edition, J.Wiley; Sons, New York; Marsden, " solvent guide ", the 2nd edition, Interscience, New York, 1950; McCutcheons, " washing agent and emulsifier yearbook ", MC Publ. Corp., Ride gram ewood N.J.; Sisley and Wood, " surfactant macropaedia " chemical publishing company, New York, 1964; Schonfeldt, " surface-active ethylene oxide adduct ", Wiss. publishing company, Stuttgart, 1976; Winnacker-Kuchler, " chemical technology ", the 7th volume, C.Hauser publishing house, Munich,, the 4th edition, 1986.
Based on these preparations, also may prepare and other pesticidal active substance such as other weed killer herbicide, fungicide or insecticide, and the combination agent of safener, chemical fertilizer and/or growth regulator, for example form or the mixed form of bucket to have mixed.
Wetting powder is the preparation that can be dispersed in the water; it is except that active substance; also comprise ion or non-ionic surface active agent (wetting agent, dispersant) outside thinner or the inert substance; the for example fatty alcohol of the alkylphenol of polyoxyethyleneization, polyoxyethyleneization or fatty amine, alkylsulfonate or alkylbenzenesulfonate, sodium lignosulfonate, 2; 2-dinaphthyl methyl-6,6-sodium disulfonate, nekal or oleoyl N-methyltaurine sodium.
Missible oil is by being dissolved in organic solvent with active substance, for example butanols, cyclohexanone, dimethyl formamide, dimethylbenzene or high boiling point aromatic compounds or hydrocarbon, and other adds one or more ions or non-ionic surface active agent (emulsifier) prepares.The example of operable emulsifier is: alkyl aryl sulphonic acid calcium, as calcium dodecyl benzene sulfonate, or non-ionic surface active agent, as fatty acid polyethylene glycol ester, alkylaryl polyglycol ether, fatty alcohol polyglycol ether, expoxy propane/ethylene oxide condensate, alkyl, polyether, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester or polyoxyethylene sorbitan ester.
Pulvis is to prepare by active substance is ground with following finely divided solid material, and solid material is for example talcum, natural potter's clay such as kaolin, bentonite and pyrophyllite or diatomite.
Granule can be by by adhesive for example polyvinyl alcohol, Sodium Polyacrylate or mineral oil, active substance is sprayed to absorbability particle shape inert material, or prepare described carrier such as sand, kaolinite or granular material by the surface that the active substance concentrate is coated to carrier.The active substance that is fit to also can be in the mode of the preparation chemical fertilizer granule of routine, if desired, and as be processed into graininess with the mixture of chemical fertilizer.Generally speaking water dispersible granule is by atomized drying, fluidized bed prilling, disk granulation, adopts high-speed mixer and extrusion molding preparation, need not the solid, inert material.
Generally speaking, agrochemical formulations comprises, by weight, 0.1 to 99%, particularly 2 to 95% A type and/or Type B active substance, following concentration is conventional, depends on the type of formulation:
In wetting powder, the concentration of active substance is for example to be roughly, by weight, 10 to 95%, the residue of being made up of conventional processing component adds to by weight 100%.Under the situation of missible oil, active material concentration can be for example by weight 5 to 80%.
Generally speaking, the pulvis formulation comprises, by weight, 5 to 20% active substance, sprayable solution roughly contains, by weight, 0.2 to 25% active substance.Under the situation of granule, but as dispersible granule, it is liquid or solid form that content of active substance depends in part on active substance, and depends on used granulation aid and filler.Generally speaking, in water dispersible granule, content be, by weight, between 10 to 90%.
In addition, the active substance preparation of being mentioned comprises (if suitable) adhesive, wetting agent, dispersant, emulsifier, preservative, antifreeze, solvent, filler, colouring agent, carrier, defoamer, evaporation suppressor and pH or viscosity modifier, and above-mentioned adjuvant respectively is conventional.
During application, if suitable, the preparation of commericially feasible form is with the usual manner dilution, for example under the situation of wetting powder, missible oil, dispersion liquid or water dispersible granule, and dilute with water.Pulvis, soil particle agent, to spread fertilizer over the fields granule and sprayable solution be no longer to dilute with any other inert substance before using routinely.
Active substance can be applied to plant, plant part, plant seed or cultivation area (anthropogenic soil), preferably is applied to green plants and part thereof, and if desired, also can impose on the soil of farming in addition.
Possible application is the co-administered active substance of form that mixes with bucket, and wherein the concentrate formulation of single active substance with its best dosage form, mixes in bucket with water, and uses the Spray Mixing thing of gained.
Combination herbicidal formulations according to active substance A of the present invention and B and surfactant has such advantage, because the amount of each component has been adjusted to correct ratio, it can more easily be used.And the adjuvant of preparation can be selected like this, so that with the mode phase coadaptation of the best, and the bucket of various preparations mixes the bad combination that can produce adjuvant.Yet the uncomfortable cooperation combination preparation of the preparation of many types is because component A, B have different physical properties with C.A type active substance and surfactant C are hydrophilic, and routine is mixed with the aqueous solution that comprises a large amount of salt.On the contrary, active substance and water-soluble hardly, routine is processed into missible oil or granule.The combination preparation of above-mentioned single preparation type is that certain problem is arranged.But the combination preparation that obtains suspension emulsion dispersant or emulsion is normally unsuccessful, and is restricted on stable and required application characteristic.
Therefore the present invention also provide specific mix preparation with and use, described preparation does not have above-mentioned shortcoming.Mix preparation is oil in water emulsion (EW), and it comprises a) 1 to 15% above-mentioned A type active substance by weight
(careless ammonium phosphine or similar activity material), b) 0.1 to 5% above-mentioned Type B active substance by weight
(nitro diphenyl ether), c) anionic surface that belongs to fatty alcohol polyglycol ether sulphate of 1-15% by weight
Activating agent, d) by weight 3 to 30%, preferred 3-20%, the organic solvent of 3-15% particularly, e) 40 to 60% water by weight, f) 2 to 10% emulsifier or emulsifier mixtures by weight, and gram) 0 to 20% conventional processing aids by weight.
The solvent that is fit to is non-polar solven, polar protic-or aprotic solvent and composition thereof for example, organic solvent with nitro diphenyl ether weed killer herbicide form except that water a, emulsification organic facies, and described aqueous phase comprises A type weed killer herbicide.
The examples of solvents that is fit to is-aliphatic hydrocarbon and aromatic hydrocarbons, as mineral oil or toluene, dimethylbenzene and naphthalene derivatives;-halogenated aliphatic and aromatic hydrocarbon are as carrene or chloroform;-ethers is as ether, oxolane (THF), diox, alkane glycol monoalkyl ether and alkane two
The alcohol dialkyl ether is as propylene glycol monomethyl ether, dihydroxypropane single-ether, ethylene glycol monoethyl ether, two sweet
Diethylene glycol dimethyl ether and tetraethylene glycol tetramethyl ether (tetra restrains lyme);-amide-type is as dimethyl formamide (DMF), dimethylacetylamide and N-Methyl pyrrolidone;-ketone is as acetone and cyclohexanone;-nitrile is as acetonitrile, propionitrile, butyronitrile and benzonitrile;-sulfoxide class or sulfone class are as dimethyl sulfoxide (DMSO) (DMSO) and sulfolane;-oils, vegetable oil for example is as maize germ and rapeseed oil.
Alcohols, as alkanol, for example methyl alcohol, ethanol, just or just with isopropyl alcohol-, different-, uncle-and 2-butanols, he often also can uses, particularly in the solvent combination.Preferred organic is an aromatic hydrocarbons, for example toluene, dimethylbenzene and naphthalene derivatives.
The emulsifier that is fit to is ionic surface active agent and non-ionic surface active agent, following is the ionic emulsifying agent that is fit to: alkyl aryl sulphonic acid calcium, as calcium dodecyl benzene sulfonate, phosphated expoxy propane/ethylene oxide condensate is as the triphenylethylene phenol polyglycol ether of phosphated PO/EO block copolymer or phosphorylation; With the example of nonionic emulsifier be: poly alkyl alcohol glycol ester, alkylaryl polyglycol ether, fatty alcohol polyglycol ether, expoxy propane/ethylene oxide condensate such as PO/EO block copolymer, alkyl, polyether, polyalcohols such as polyvinyl alcohol, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester or polyoxyethylene sorbitan ester.
Preferred be fit to be modified polyvinylalcohol emulsifier mixture (for example _Mowiol3/83, _Mowiol 4/88; Hoechst), and phosphated PO/EO block copolymer (Hoe S3618 for example, Hoechst), calcium dodecyl benzene sulfonate and fatty alcohol polyglycol ether.
Conventional processing aids (g) is for example top conventional processing aids of mentioning with generality; Preferred adjuvant is-anti-icer and evaporation suppressor, and as glycerine, for example consumption is by weight 2 to 10% ,-preservative, for example _Mergal K9N (Riedel) or _Cobate C, used concentration is the conventional concentration of using of composition under its situation separately ,-defoamer, silane ketone defoamer for example is as defoaming emulsion SRE, with its conventional concentration of using.
Preferred mix preparation is the EW preparation, it comprises a) 5 to 12% careless ammonium phosphine by weight, b) 1 to 4% nitro diphenyl ether by weight, c) 5 to 12% fatty alcohol polyglycol ether sulphate by weight, d) by weight 3 to 20%, preferred 3-15%, the organic solvent of 5-10% particularly, e) 45 to 55% water by weight, f) 4 to 8% emulsifier or emulsifier mixtures by weight, and gram) 0 to 10% conventional processing aids by weight.
Preferred mix preparation is those mix preparations that comprise following material: 6 to 18% the careless ammonium phosphine (raceme mixture) and the combinations of herbicides of Oxyfluorfen or lactofen by weight, A wherein: the B weight ratio is 10: 1 to 2: 1 and 5 to 12% C by weight 12-C 14-fatty alcohol diethylene glycol ether sodium sulfate is as anion surfactant C, and the weight ratio of weed killer herbicide A and wetting agent C is 1: 1 to 1: 10.
The salient point of EW mix preparation is that it has good physics and chemical storage stability.These preparations are easier to operation than the mixed thing of bucket.The biological results that the application of these mix preparations is given not only is equivalent to bucket the result that mixed thing obtained by the component of preparation respectively, and generally speaking, the former in addition better than the latter.A. general example of formulations: a) pulvis, it is by mixing the active substance combination of the present invention of 10 weight portions with the talcum as inert substance of 90 weight portions, and this mixture pulverized in sledge mill and obtains.B) wetting powder; it is easy to be scattered in the water; be by with the active substance A+B of 25 weight portions, 64 weight portions as containing of inert substance kaolinic quartz, the lignin sulfonic acid potassium of 10 weight portions and the oleoyl N-methyltaurine sodium as wetting agent and dispersant of 1 weight portion mix, and this mixture ground in taper thread grinding and obtain.C) but dispersant, it is easy to be scattered in the water, be by with the active substance A+B of 20 weight portions and the alkyl phenol polyethylene glycol ethers of 6 weight portions ( _Triton X 207), the paraffin sample mineral oil (boiling range for example is about 255 to 277 ℃) of the different tridecanol polyglycol ether (8EO) of 3 weight portions and 71 weight portions mixes, and this mixture is ground to fineness less than 5 microns in ball milling.D) missible oil, it is obtaining as the cyclohexanone of solvent and the oxygen ethylization nonyl phenol as emulsifier of 10 weight portions by 15 weight portions.E) water dispersible granule, it is by the active substance A+B of 75 weight portions, the Lignosite of 10 weight portions, the NaLS of 5 weight portions, the polyvinyl alcohol of 3 weight portions and the kaolin of 7 weight portions are mixed, and this mixture ground in taper thread grinding, and water sprays as granulation liquid, and the granulation on fluid bed of this powder is obtained.F) water dispersible granule also can be by homogenizing in colloid mill and the following component of precomminution: the active substance A+B of 25 weight portions; 2 of 5 weight portions; 2 '-dinaphthyl methyl-6; 6 '-sodium disulfonate; the oleoyl N-methyltaurine sodium of 2 weight portions, the polyvinyl alcohol of 1 weight portion, the water of the calcium carbonate of 17 weight portions and 50 weight portions; in ball milling, grind this mixture subsequently, and the suspension of gained is dry in spray tower by single material shower nozzle.B. emulsion (EW) example of formulations B1. EW preparation comprises the poly alkyl alcohol of 10% careless ammonium phosphine, 3.3% Oxyfluorfen and 10%
Glycol ether sulphate
Under 20 ℃, the solution that will form by following component while stirring
3.47% purity is 95% Oxyfluorfen (=3.3% active component) by weight,
1.00% Hoe S 3618 by weight,
The salt CA of 2.00% sulphenyl ester by weight,
1.30% defoaming emulsion SRE by weight,
By weight 0.25% _Arlypon F and
By weight 7.88% _Solvesso 200
Slowly add in the aqueous solution of following component formation
10.00% careless ammonium phosphine by weight,
By weight 14.29% _Genapol LRO cream (live by the surface of 70% purity=10%
The property material)
By weight 0.75% _Mowiol 3/83,
By weight 1.00% _Mowiol 4/88,
By weight 0.20% _Mergal K9N,
1.50% propylene glycol monomethyl ether by weight,
By weight 5.50% glycerine and
50.86% water by weight,
And with mixture stirring 1 hour.Formed emulsion between-10 ℃ to+50 ℃ be physics and
Chemically stable.B2. EW preparation comprises the fatty alcohol of 9.5% careless ammonium phosphine, 1.95% Oxyfluorfen and 10%
Polyethylene glycol ether sulfate
Under 20 ℃, the solution that will form by following component while stirring
2.00% purity is 95% Oxyfluorfen (=1.95% active component) by weight,
1.00% Hoe S 3618 by weight,
The salt CA of 2.00% sulphenyl ester by weight,
1.30% defoaming emulsion SRE by weight,
By weight 0.25% _Arlypon F and
By weight 9.02% _Solvesso 200
Slowly import in the aqueous solution that forms by following component
9.50% careless ammonium phosphine by weight,
By weight 14.29% _Genapol LRO cream (live by the surface of 70% purity=10%
The property material)
By weight 0.20% _Mergal K9N,
1.50% propylene glycol monomethyl ether by weight,
By weight 5.50% glycerine and
53.44% water by weight,
And with mixture stirring 1 hour.Formed emulsion between-10 ℃ to+40 ℃ be physics and
Chemically stable.B3. EW preparation comprises the fatty alcohol of 10% careless ammonium phosphine, 2% Oxyfluorfen and 10%
Polyethylene glycol ether sulfate
Under 20 ℃, the solution that will form by following ingredients while stirring
2.05% purity is 94% Oxyfluorfen (=2.0% active component) by weight,
By weight 16.00% _Solvesso 200
By weight the salt CA of 2.00% sulphenyl ester and
By weight 0.25% _Arlypon F
Slowly import in the aqueous solution that forms by following component
10.00% careless ammonium phosphine by weight,
By weight 34.50% _The Genapol LRO cream (surface of 28% purity=9.66%
Active substance)
By weight 0.20% _Mergal K9N,
4.00% glycerine by weight,
4.88% Hoe s 3618 sodium salts (purity is 20.8%) by weight,
By weight 1.21% defoaming emulsion SRE and
24.91% water by weight,
And with mixture stirring 1 hour.Formed emulsion between-10 ℃ to+50 ℃ be physics and
Chemically stable.B4. EW preparation comprises the fatty alcohol of 10% careless ammonium phosphine, 2% Oxyfluorfen and 10%
Polyethylene glycol ether sulfate
Under 20 ℃, the solution that will form by following ingredients while stirring
2.05% purity is 94% Oxyfluorfen (=2.0% active component) by weight,
By weight 10.0% _Solvesso 200
6.00% cyclohexanone by weight,
By weight the salt CA of 2.00% sulphenyl ester and
By weight 0.25% _Arlypon F
Slowly import in the aqueous solution that forms by following ingredients
10.00% careless ammonium phosphine by weight,
By weight 34.50% _The Genapol LRO cream (surface of 28% purity=9.66%
Active substance)
By weight 0.20% _Mergal K9N,
4.00% glycerine by weight,
4.88% Hoe s 3618 sodium salts (purity is 20.8%) by weight,
By weight 1.21% defoaming emulsion SRE and
24.91% water by weight,
And with mixture stirring 1 hour.Formed emulsion between-10 ℃ to+40 ℃ be physics and
Chemically stable.B5. EW preparation comprises the fatty alcohol of 14% careless ammonium phosphine, 2.8% Oxyfluorfen and 10%
Polyethylene glycol ether sulfate
Under 20 ℃, the solution that will form by following ingredients while stirring
2.89% purity is 94% Oxyfluorfen (=2.0% active component) by weight,
By weight 15.0% _Solvesso 200
By weight the salt CA of 2.00% sulphenyl ester and
By weight 0.25% _Arlypon F
Slowly import in the aqueous solution that forms by following ingredients
14.00% careless ammonium phosphine by weight,
By weight 34.50% _The Genapol LRO cream (surface of 28% purity=9.66%
Active substance)
By weight 0.20% _Mergal K9N,
4.00% glycerine by weight,
9.76% Hoe s 3618 sodium salts (purity is 20.8%) by weight,
By weight 1.21% defoaming emulsion SRE and
16.14% water by weight,
And with mixture stirring 1 hour.Formed emulsion between-10 ℃ to+40 ℃ be physics and
Chemically stable.
Explanation/abbreviation from Embodiment B 1 to B5: _Genapol LRO (Hoechst):
C 12-C 14-fatty alcohol diethylene glycol ether sodium sulfate _Mowiol 3/83 (Hoeschst):
Polyvinyl alcohol, by the polyvinyl acetate preparation of partial hydrolysis, the viscosity with 3cP is (under 20 ℃
In 4% concentration of aqueous solution, measure), and degree of hydrolysis is 83 moles of %. _Mowiol?4/88(Hoeschst):
Polyvinyl alcohol, by the polyvinyl acetate preparation of partial hydrolysis, the viscosity with 4cP is (under 20 ℃
In 4% concentration of aqueous solution, measure), and degree of hydrolysis is 88 moles of %.Hoe?S?3618(Hoechst):
The salt CA (Hoeschst) of the two-phosplate sulphenyl ester of PO/EO copolymer: C 12-alkyl benzene calcium sulfonate _Mergal K9N (Riedel de hectare en): isothiazoline alcohol/ketone mixtures _Arlypon F (Hoechst): C 12-C 14-aliphatic alcohol ethyl oxide (2.5 EO) _Solvesso 200 (ESSO): arsol defoaming emulsion SRE (Wacker): silicone oil base defoamer biology embodiment
Plant some important broad leaved weed and grassy weeds under field conditions (factors).After reaching certain vegetative period (representing) by the number of blade or the plant height that do not launch, with the test weed killer herbicide with surfactant C the bucket mixed thing, or the mixed thing of bucket and the surfactant C of Herbicidal mixtures, under standard conditions, use, that is, use sub-district sprayer and 300-400 premium on currency/hectare.
After using for 1 to 3 week, compare with the untreated control sub-district by handling the sub-district, to the activity of weeding visual score of active substance or active material admixture.The infringement and the growth of all acrial parts of record plant.
In most of the cases, synergistic function is so high, and the effect of combination is well beyond effect and (calculated value) of single material.So greatly the effect of Zeng Jiaing be according to the known action of single active substance can not expect.Some facts that must mention especially are when the synergistic effect between the active substance that assessment is adopted, must remember the great amount of application of single active substance differences.Therefore, relatively the combination of active substance highly significant yes is not with each single active substance effect under identical amount of application.The amount of the active substance that is saved according to the present invention can only from the amount of application that adopts two single active substances add with the time recognize from the synergistic effect of super adduction, or from descending and recognize for obtaining the drug effect unitized doses required, two active substances identical with the drug effect of the material of using two single activity.Another advantage of active substance combination can be from herbicide effect more rapidly, or more long-acting effect, is proved on the wideer noxious plant action spectrum relevant with economy.Some biological results is listed in table 1 in 3.
Table 1: herbicide effect (abbreviation is referring to after the table 3)
Dosage [gram active component/hectare or gram surface reactive material/hectare] Herbicide effect is in % The green bristlegrass grass
After 14 days After 28 days
A1+C1 B1+C1 A1+B1+C1 ???????????450+450 ????????????90+450 ????????450+90+450 76.0 15.0 86.8 45.5 3.7 55.0 ?Mix ?Mix ?Mix
?A1+C1 ?B1+C1 ?A1+B1+C1 ???????????450+450 ????????????90+450 ????????450+90+450 60.0 12.5 72.5 10.0 22.5 55.0 ?GERSP ?GERSP ?GERSP
?A1+C1 ?B1+C1 ?A1+B2+C1 ???????????450+450 ????????????90+450 ????????450+90+450 60.0 40.0 90.0 10.0 7.5 42.5 ?GERSP ?GERSP ?GERSP
Table 2: herbicide effect (abbreviation is referring to after the table 3)
Dosage [gram active component/hectare or gram surface reactive material/hectare] Herbicide effect is in % The green bristlegrass grass
After 7 days After 28 days
A1+C1 B1+C1 A1+B1+C1 450+450 90+450 450+90+450 ??50 ??15 ??85 ?????6 ?????4 ????40 ?SONAS ?SONAS ?SONAS
A1+C1 B2+C1 A1+B2+C1 450+450 90+450 450+90+450 ??50 ???6 ??85 ?????6 ?????5 ????20 ?SONAS ?SONAS ?SONAS
A1+C1 B1+C1 A1+B1+C1 450+450 90+450 450+90+450 ??48 ??56 ??97 ????18 ?????4 ????28 ?CONAR ?CONAR ?CONAR
Table 3: herbicide effect
Dosage [gram active component/hectare or gram surface reactive material/hectare] Herbicide effect is in % The green bristlegrass grass
After 7 days After 14 days
A1+C1 B2+C1 A1+B2+C1 450+450 90+450 450+90+450 ?49 ??6 ?93 ????51 ????26 ????80 CONAR CONAR CONAR
A1+C1 B2+C1 A1+B2+C1 450+450 90+450 450+90+450 ?13 ??3 ?75 ????88 ????29 ????93 ERISP ERISP ERISP
A1+C1 B2+C1 A1+B2+C1 450+450 90+450 450+90+450 ?13 ??1 ?75 ????88 ????21 ????95 ERISP ERISP ERISP
A1+C1 B1+C1 A1+B1+C1 450+450 90+450 450+90+450 ?48 ?56 ?97 ????18 ?????4 ????28 CONAR CONAR CONAR
At the abbreviation of table 1 in 3: A1=careless ammonium phosphine (outside disappear body) B1=Oxyfluorfen B2=lactofen C1=C 12/ C 14-fatty alcohol diethylene glycol ether sodium sulfate
( _Genap0l LRO) CONAR=field bindweed ERISP=bitter fleabane belongs to mixing of gram ERSP=Geranium SONAS=spiny leaved sow thistle Mix=CONAR, ERISP, GERSP, SONAS
Give birth to the surfactant (=laundry active) of the herbicidal active compounds surface reactive material of green bristlegrass grass active component=pure=pure-=test

Claims (11)

1. a weed killer herbicide is characterized in that, it comprises the composition A that is made up of following component of effective dose) one or more formula (A) compound or its salt
Figure A9619157800021
Wherein
Z be following group :-OM ,-NHCH (CH 3) CONHCH (CH 3) COOM or
-NHCH (CH 3) CONHCH[CH 2CH (CH 3) 2] COOM, wherein M is hydrogen or nothing under each situation
Machine or organic cation, B) one or more nitro diphenylether herbicidal compounds, and C) belongs to the anion surfactant of alkyl polyglycol ether sulfate series.
2. according to the weed killer herbicide of claim 1, it is characterized in that, it comprises A) be selected from following weed killer herbicide: D, L-grass ammonium phosphine (acid) (D, L-Glufosinate), D, L-grass ammonium phosphine, L-grass ammonium phosphine (acid), L-grass ammonium phosphine, bilanafos and bilanafos-sodium, B) be selected from following nitro diphenylether weed killer herbicide: Oxyfluorfen, lactofen, bifenox, fluoroglycofen-ethyl, acifluorfen and Fomesafen C) are selected from following anion wetting agent: C 10-C 18The alkali metal salt of-fatty alcohol polyglycol ether sulfuric acid ,-alkali salt or-ammonium salt or-ammonium salt that replaces.
3. according to claim 1 or 2 desired weed killer herbicides, it is characterized in that wherein the combination weight of A type and Type B weed killer herbicide is 100: 1 to 1: 5 than A: B.
4. according to the desired weed killer herbicide of one of claim 1 to 3, it is characterized in that, wherein A) the careless ammonium phosphine (raceme mixture) and B) the weight ratio A of Oxyfluorfen or lactofen: B is 10: 1 to 2: 1.
5. according to the desired weed killer herbicide of one of claim 1 to 4, it is characterized in that wherein wt is 8: 1 to 3: 1 than A: B.
6. according to the desired weed killer herbicide of one of claim 1 to 5, it is characterized in that wherein wt is 1: 1 to 1: 10 than A: C.
7. method of preventing and treating the green bristlegrass grass, it is characterized in that, one or more A type weed killer herbicides and one or more Type B weed killer herbicides and a kind of C type anion wetting agent are applied to the part or the farming ground of green bristlegrass grass, green bristlegrass grass, and A, B and C type are as arbitrary definition of claim 1 to 6.
8. following composition is as the herbicide applications of preventing and treating the green bristlegrass grass, it comprises a) one or more A type weed killer herbicides, b) one or more Type B weed killer herbicide and c) a kind of C type anion wetting agent wherein A, B and C type as arbitrary definition of claim 1 to 6.
9. herbicide formulations based on aqueous emulsion (EW), it is characterized in that, it comprises a) 1 to 15% above-mentioned A type herbicidal active compounds by weight, b) 0.1 to 5% above-mentioned Type B herbicidal active compounds by weight, c) the above-mentioned C type anion surfactant of 1-15% by weight, d) 3 to 30% organic solvent by weight, e) 40 to 60% water by weight, f) 2 to 10% emulsifier or emulsifier mixtures by weight, and g) 0 to 20% conventional processing aids by weight.Component a), b) and c) in A), B) and C) the type material is as defined in claim 1.
10. one kind according to the desired herbicidal formulations of claim 9, it is characterized in that, it comprises a) 5 to 12% careless ammonium phosphine by weight, b) 1 to 4% nitro diphenyl ether by weight, c) 5 to 12% fatty alcohol polyglycol ether sulphate by weight, d) 3 to 20% organic solvent by weight, e) 45 to 55% water by weight, f) 4 to 8% emulsifier or emulsifier mixtures by weight, and gram) 0 to 10% conventional processing aids by weight.
11. according to claim 9 or 10 desired herbicide formulations, it is characterized in that, it comprises 6 to 18% careless ammonium phosphine (raceme mixture) and Oxyfluorfen or lactofen by weight, its weight ratio A: B is 10: 1 to 2: 1 and 5 to 12 the C as anion surfactant C by weight 12-C 14-fatty alcohol diethylene glycol ether ammonium sulfate, its weed killer herbicide A: the weight ratio of wetting agent C is 1: 1 to 1: 10.
CN96191578A 1995-01-24 1996-01-10 Synergistic herbicidal agents based on glufosinates and nitrodiphenyl ethers and their formulations Pending CN1169099A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19501986.5 1995-01-24
DE19501986A DE19501986A1 (en) 1995-01-24 1995-01-24 Synergistic herbicidal compositions based on glufosinates and nitrodiphenyl ethers and their formulations

Publications (1)

Publication Number Publication Date
CN1169099A true CN1169099A (en) 1997-12-31

Family

ID=7752134

Family Applications (1)

Application Number Title Priority Date Filing Date
CN96191578A Pending CN1169099A (en) 1995-01-24 1996-01-10 Synergistic herbicidal agents based on glufosinates and nitrodiphenyl ethers and their formulations

Country Status (12)

Country Link
EP (1) EP0805627A1 (en)
JP (1) JPH10512575A (en)
KR (1) KR19980701620A (en)
CN (1) CN1169099A (en)
AU (1) AU4437596A (en)
BR (1) BR9606986A (en)
CA (1) CA2211200A1 (en)
CZ (1) CZ227897A3 (en)
DE (1) DE19501986A1 (en)
HU (1) HUP9702457A3 (en)
WO (1) WO1996022692A1 (en)
ZA (1) ZA96502B (en)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102763676A (en) * 2012-07-13 2012-11-07 王学权 Herbicide containing glufosinate
CN101554163B (en) * 2008-04-08 2012-12-12 中国农业科学院农业环境与可持续发展研究所 Pesticide adjuvant and preparation method thereof
CN103907637A (en) * 2013-01-06 2014-07-09 天津市北方创业园林股份有限公司 Efficient crop field herbicide
CN105284796A (en) * 2015-11-20 2016-02-03 佛山市盈辉作物科学有限公司 Herbicide additive, herbicidal composition containing herbicide additive and production equipment
CN105613572A (en) * 2016-03-02 2016-06-01 湖南农大海特农化有限公司 Microemulsion containing glufosinate and preparation method of microemulsion
CN106070305A (en) * 2016-06-08 2016-11-09 济南绿霸农药有限公司 A kind of Herbicidal combinations of Glufosinate-ammoniumpesticideng and fluoroglycofen-ethyl and preparation method thereof
CN109068656A (en) * 2016-05-12 2018-12-21 巴斯夫欧洲公司 The Herbicidal combinations of stable Glufosinate-ammoniumpesticideng
CN109042720A (en) * 2018-07-25 2018-12-21 安徽华星化工有限公司 A kind of glufosinate-ammonium, Quizalotop-ethyl, Oxyfluorfen herbicidal composition
CN109452306A (en) * 2018-08-20 2019-03-12 四川利尔作物科学有限公司 Herbicidal combinations and its application
CN112715571A (en) * 2021-01-06 2021-04-30 合肥尚邦植保科技有限公司 Ternary weeding composition and application thereof

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19814092A1 (en) * 1997-04-15 1998-10-22 Stefes Agro Gmbh Herbicidal, fungicidal and insecticidal compositions
DE19836659A1 (en) 1998-08-13 2000-02-17 Hoechst Schering Agrevo Gmbh Use of synergistic herbicide combination including glufosinate- or glyphosate-type, imidazolinone, protoporphyrinogen oxidase inhibitory azole or hydroxybenzonitrile herbicide, to control weeds in cotton
DE19836700A1 (en) * 1998-08-13 2000-02-17 Hoechst Schering Agrevo Gmbh Use of a synergistic herbicide combination including a glufosinate- or glyphosate-type, imidazolinone or protoporphyrinogen oxidase inhibitory azole herbicide to control weeds in cereals
DE19836684A1 (en) 1998-08-13 2000-02-17 Hoechst Schering Agrevo Gmbh Use of a synergistic herbicidal combination including a glufosinate- or glyphosate-type, imidazolinone or protoporphyrinogen oxidase to control weeds in rice
DE10022990A1 (en) * 2000-05-11 2001-11-22 Aventis Cropscience Gmbh Combination of agrochemical and a polymer linked via hydrogen bridges, useful especially for application of herbicides, preferably sulfonylureas
DE102004026935A1 (en) 2004-06-01 2005-12-22 Bayer Cropscience Gmbh Concentrated pesticide dispersions based on water
DE102004026938A1 (en) * 2004-06-01 2005-12-22 Bayer Cropscience Gmbh Low-foam aqueous formulations for crop protection
EP1869978A1 (en) * 2006-06-21 2007-12-26 Bayer CropScience AG Low-foaming preparations for crop protection
CN110996663B (en) * 2017-08-09 2022-06-07 巴斯夫欧洲公司 Herbicidal mixtures comprising L-spinosad or a salt thereof and at least one protoporphyrinogen-IX oxidase inhibitor
CA3070179A1 (en) * 2017-08-09 2019-02-14 Basf Se Herbicidal mixtures comprising l-glufosinate and their use in soybean cultures
BR122024001067A2 (en) 2017-08-09 2024-03-12 Basf Se SYNERGIC PESTICIDE MIXTURE
WO2020025393A1 (en) * 2018-07-30 2020-02-06 Bayer Aktiengesellschaft Combinations containing pva and certain herbicides with improved properties
CN115336591A (en) * 2018-07-30 2022-11-15 拜耳公司 Herbicidal composition with improved properties
CA3113985A1 (en) 2018-10-31 2020-05-07 Kao Corporation Herbicide composition
CA3113599A1 (en) * 2018-10-31 2020-05-07 Kao Corporation Herbicide composition
WO2021151744A1 (en) 2020-01-31 2021-08-05 Basf Se Herbicide combinations comprising glufosinate and oxyfluorfen
BR112022014955A2 (en) 2020-01-31 2022-09-20 Basf Se HERBICIDE COMBINATION, COMPOSITION, METHODS TO PRODUCE A HERBICIDE COMBINATION, TO CONTROL UNDESIRABLE PLANTS GROWTH AND/OR CONTROL HARMFUL PLANTS, TO TREAT OR PROTECT IN-LINE CROPS AND TO TREAT OR PROTECT SPECIAL CROPS AND HERBICIDE COMBINATION USE
US20230397609A1 (en) 2020-10-27 2023-12-14 Basf Se Pesticide microemulsion compositions
WO2022190129A1 (en) * 2021-03-09 2022-09-15 Willowood Chemicals Private Limited Herbicidal compositions comprising of phosphonic acid compound
UY39664A (en) * 2021-10-07 2022-09-30 Upl Ltd METHOD TO CONTROL THE GROWTH OF UNDESIRABLE VEGETATION
AU2022367901A1 (en) * 2021-10-11 2024-05-09 Upl Limited A method for controlling the growth of undesirable vegetation
TW202315528A (en) * 2021-10-11 2023-04-16 印度商Upl有限公司 A method for controlling the growth of undesirable vegetation
WO2024147134A1 (en) * 2023-01-05 2024-07-11 Adama Agan Ltd. Agrochemical composition, methods, use, and kits

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3035554A1 (en) * 1980-09-20 1982-05-06 Hoechst Ag, 6000 Frankfurt HERBICIDAL AGENTS
JPH01233203A (en) * 1988-03-12 1989-09-19 Mitsubishi Petrochem Co Ltd Herbicide composition
DE4029304A1 (en) * 1990-09-15 1992-03-19 Hoechst Ag Synergistic herbicide mixts. - contain alkyl-polyglycol-ether! sulphate surfactant and a leaf-effective herbicide

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101554163B (en) * 2008-04-08 2012-12-12 中国农业科学院农业环境与可持续发展研究所 Pesticide adjuvant and preparation method thereof
CN102763676A (en) * 2012-07-13 2012-11-07 王学权 Herbicide containing glufosinate
CN103907637A (en) * 2013-01-06 2014-07-09 天津市北方创业园林股份有限公司 Efficient crop field herbicide
CN105284796A (en) * 2015-11-20 2016-02-03 佛山市盈辉作物科学有限公司 Herbicide additive, herbicidal composition containing herbicide additive and production equipment
CN105613572A (en) * 2016-03-02 2016-06-01 湖南农大海特农化有限公司 Microemulsion containing glufosinate and preparation method of microemulsion
CN109068656A (en) * 2016-05-12 2018-12-21 巴斯夫欧洲公司 The Herbicidal combinations of stable Glufosinate-ammoniumpesticideng
CN106070305A (en) * 2016-06-08 2016-11-09 济南绿霸农药有限公司 A kind of Herbicidal combinations of Glufosinate-ammoniumpesticideng and fluoroglycofen-ethyl and preparation method thereof
CN109042720A (en) * 2018-07-25 2018-12-21 安徽华星化工有限公司 A kind of glufosinate-ammonium, Quizalotop-ethyl, Oxyfluorfen herbicidal composition
CN109452306A (en) * 2018-08-20 2019-03-12 四川利尔作物科学有限公司 Herbicidal combinations and its application
CN112715571A (en) * 2021-01-06 2021-04-30 合肥尚邦植保科技有限公司 Ternary weeding composition and application thereof

Also Published As

Publication number Publication date
WO1996022692A1 (en) 1996-08-01
EP0805627A1 (en) 1997-11-12
MX9705604A (en) 1997-11-29
HUP9702457A3 (en) 1998-08-28
HUP9702457A2 (en) 1998-03-30
DE19501986A1 (en) 1996-07-25
CA2211200A1 (en) 1996-08-01
KR19980701620A (en) 1998-06-25
AU4437596A (en) 1996-08-14
ZA96502B (en) 1996-08-13
JPH10512575A (en) 1998-12-02
BR9606986A (en) 1997-11-04
CZ227897A3 (en) 1997-10-15

Similar Documents

Publication Publication Date Title
CN1169099A (en) Synergistic herbicidal agents based on glufosinates and nitrodiphenyl ethers and their formulations
CN1169438C (en) Surfactant system for liquid aqueous preparations
US7297660B2 (en) Alkylene carbonate adjuvants
CN1119079C (en) Synergistic herbicidal agents based on leaf herbicides containing phosphorus, imidazolinones and hormone weed-killers
EP2677866B1 (en) New uses of choline chloride in agrochemical formulations
EA008437B1 (en) Synergistic herbicidal agents
CN1209964C (en) Pesticide formulations containing phosphate ester surfactant and alkoxylated lignosulfonate
CN1068472A (en) Synergistic herbicidal agents
CN1533243A (en) Synergistic herbicida agent comprising benzoylcyclo hexanediones for application in rice cultivation
CN1078852A (en) The weed killer herbicide of control weeds in paddy field
CN1031973C (en) Herbicidal composition
CN1589099A (en) Synergistic herbicidal compositions containing herbicides from the group of benzoylpyrazoles
AU611580B2 (en) Postemergent herbicide compositions containing silicone glycol adjuvants
CN1248581C (en) Weed killer synergetic composition and control method for weeds
CN1056395A (en) Comprise 2-chloro-6-nitro-3-phenoxybenzamine and be selected from Brominal or ioxynil or a kind of their Herbicidal combinations of at least a weed killer herbicide of derivative
ES2323768T3 (en) ADJUSTMENT AND PESTICIDE COMPOSITIONS.
CN1072312A (en) Synergistic composition and method of selective weed control
AU2021240245A1 (en) Herbicide formulations
CN1313035A (en) Herbicidal composition and use thereof
AU2002310238A1 (en) Adjuvant compositions and pesticides
US20040142823A1 (en) Adjuvant compositions and pesticides
AU2011203046B2 (en) Crop oil concentrate adjuvants containing amine surfactants
WO2023058032A1 (en) Novel formulation systems of carboxylic acid herbicides
CN111165488A (en) Synergistic additive for improving pesticide effect of weeding pesticide and preparation method thereof
JP2516015B2 (en) Agro-horticultural wettable powder composition

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C01 Deemed withdrawal of patent application (patent law 1993)
WD01 Invention patent application deemed withdrawn after publication