WO1999039577A1 - Compositions de flocons dispersibles dans l'eau - Google Patents

Compositions de flocons dispersibles dans l'eau Download PDF

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Publication number
WO1999039577A1
WO1999039577A1 PCT/GB1999/000282 GB9900282W WO9939577A1 WO 1999039577 A1 WO1999039577 A1 WO 1999039577A1 GB 9900282 W GB9900282 W GB 9900282W WO 9939577 A1 WO9939577 A1 WO 9939577A1
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WO
WIPO (PCT)
Prior art keywords
microcapsules
flake
water
microparticles
encapsulated
Prior art date
Application number
PCT/GB1999/000282
Other languages
English (en)
Inventor
Herbert Benson Scher
Richard Dulin Offeman
Roger Rachid Djafar
Marius Rodson
Original Assignee
Zeneca Limited
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
Priority to BR9908781-2A priority Critical patent/BR9908781A/pt
Priority to IL13768299A priority patent/IL137682A0/xx
Priority to AU44806/99A priority patent/AU4480699A/en
Priority to SK1173-2000A priority patent/SK11732000A3/sk
Priority to EP99934202A priority patent/EP1051070A1/fr
Priority to EA200000813A priority patent/EA200000813A1/ru
Application filed by Zeneca Limited filed Critical Zeneca Limited
Priority to EEP200000456A priority patent/EE200000456A/xx
Priority to HU0100736A priority patent/HUP0100736A3/hu
Publication of WO1999039577A1 publication Critical patent/WO1999039577A1/fr
Priority to BG104661A priority patent/BG104661A/xx
Priority to NO20003938A priority patent/NO20003938L/no
Priority to HR20000526A priority patent/HRP20000526A2/hr

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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
    • A01N25/34—Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group
    • 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
    • A01N25/26—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 in coated particulate form
    • A01N25/28—Microcapsules or nanocapsules
    • 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
    • A01N37/36—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 containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids

Definitions

  • This invention relates to a water-dispersible flake composition comprising a plurality of microcapsules or microparticles bound together by spacer material. In another aspect, this invention relates to a process for the production of such flakes.
  • Dry formulations have the advantage that it is easier and less expensive to dispose of the container in which they are packaged. Thus, it is possible to ship dry pesticidal materials in containers made of paper or water-soluble plastic bags. In addition, dry formulations possess an economic advantage in that the shipping costs associated with the aqueous or organic solvent employed in other types of formulations are reduced or eliminated. Other advantages are that there is a corresponding lower volume of material which must be packed, shipped and loaded, and that spills are generally easier to contain and clean up.
  • microencapsulation provides a practical route to solid formulations useful in the production of stable aqueous sprayable suspensions.
  • the use of microencapsulation -2- permits, in many cases, reduced toxicity and/or extended activity of the encapsulated active material.
  • microencapsulation can be effectively used to postpone the decomposition or utilization of pesticides which would otherwise quickly lose their efficacy in the field.
  • microencapsulation provides a potential means of combining substances that are otherwise incompatible with each other.
  • True microcapsules are particles which comprise a polymer shell or shells surrounding and enclosing one or more encapsulated ingredients. Another form of encapsulation involves the production of a matrix of polymer which physically includes one or more ingredients dispersed, dissolved or otherwise trapped in the polymer. Smaller particles are obtained by physically breaking up the polymer matrix. The small particles thus obtained are generally termed "microparticles," and are produced in similar size and size ranges to microcapsules.
  • Solid formulations of microencapsulated pesticides include products produced by extrusion or by spray drying. Extrusion, however, can cause breakage of capsules and does not allow for relatively high loading of the active pesticide because of the amount of water which must be present to permit processing. When producing dry formulations, it is also desirable to produce product formulations having sufficient size and structural integrity such that problems associated with dusting are minimized.
  • U.S. Patents 4,936,901 and 5,354,742 describe generally spherical aggregates composed of microcapsules of encapsulated pesticides. These spherical granules exhibit many desirable economic and safety properties. Nevertheless, production of spray-dried materials can be expensive; in general it would be desirable to produce other solid forms of microencapsulated pesticidally active ingredients
  • Microencapsulation and microparticles are widely used for other materials and dry formulations of these can have similar advantage to pesticidal formulations.
  • the present invention is directed to a water-dispersible flake comprising a plurality of microcapsules or microparticles containing one or more ingredients, said microcapsules or microparticles being held together in flake form by spacer material and/or one or more surfactants.
  • this invention is directed to a method for producing water-dispersible flakes, each of said flakes comprising a plurality of microencapsules or microparticles held together in flake form by spacer material and/or one or more surfactants, comprising the steps of:
  • step (b) Removing the dried product of step (b) from the heated surface to form flakes.
  • compositions of this invention can be piled with fewer points of contact between the flakes than with generally spherical granules, with the result that they are less likely to compact, i.e., less likely to form solid blocks of material rather than agglomerations of individual particles.
  • the present invention is directed to water-dispersible flakes comprising a plurality of microcapsules or microparticles held together by spacer material and/or one or more surfactants.
  • the term "flake” relates to a composition having an aspect ratio, i.e., ratio of maximum length to thickness, greater than about 5:1.
  • the aspect ratio will be from about 5:1 to about 1000:1, preferably from about 10:1 to about 100: 1.
  • the flakes of this invention will have a maximum thickness of from about 0.05 to about 2.0, preferably from about 0.1 to about 1.0, mm.
  • Microcapsules which are formulated into the flakes of the present invention are comprised of a core liquid active material enclosed within a polymeric shell.
  • the core liquid should be substantially insoluble in or immiscible with water. It may consist of a single liquid material or one or more active liquid or solid materials dissolved and/or suspended in an inert solvent which has at most a slight solubility in water. In the latter case, the Uquid or solid solute must reside preferentially in the organic phase as opposed to water.
  • the encapsulated material can be selected from many types of substances which are suitable for encapsulation, such as pharmaceuticals, biocides, personal care products, dyes, inks, hormones, repellants, growth regulators, pesticides and others. For convenience, this invention is described and exemplified in terms of pesticides, but this invention is also applicable to these other substances. If the encapsulated material is a pharmaceutical, the ingredients of the flakes should be suitable for inclusion in pharmaceutical compositions.
  • Pesticidal liquids and suspended solids suitable for encapsulation or for production of microparticles include chemical-biological agents such as herbicides, insecticides, fungicides, nematocides, bactericides, rodenticides, molluscicides, acaricides, -5- and larvicides.
  • Non-pesticidal materials used for pest control or otherwise in related activities such as agriculture and domestic, commercial or industrial pest control, for which this invention is suitable, include animal, insect, and bird repellents, plant growth regulators, insect growth regulators, fertilizers, pheromones, sex lures and attractants, and flavor and odor compositions.
  • herbicides are ⁇ -chloro-2',6'-diethyl-N-methoxymethyl acetanilide (alachlor); N-butoxymethyl- ⁇ -chloro-2',6'diethylacetanilide (butachlor); 2'- methyl-6'-ethyl-N-( 1 -methoxy-prop-2-yl)-2-chloroacetanilide (metolachlor); 2'-t-butyl-2- chloro-N-methoxymethyl-6'-methylacetanilide; a-chloro-N-(2-methoxy-6-methylphenyl) - N-(l-methylethoxymethyl)-acetamide; a-chloro-N-(ethoxymethyl)-N-[2-methyl-6- (trifluoromethyl)phenyl]-acetamide; ⁇ -chloro-N-methyl-N-[2-methyl-6-(3-methylbutoxy) pheny
  • herbicides include S-ethyl-N-cyclohexyl-N-ethylthiocarbamate (cycloate); S-ethyl hexahydro-lH-azepine-1-carbothioate (molinate); S-ethyl dipropylthiocarbamate (EPTC); -6-
  • insecticides are:
  • Defoliants include S,S,S-tributyl phosphorotrithioate and tributyl phosphorotrithioite (me ⁇ hos).
  • Fungicides include copper naphthenates; 5-ethoxy-3-trichloromethyl- 1-2,4- thiadiazole (etridiazole); O-ethyl S,S-diphenyl phosphorodithioate (edifenphos); N- trichloromethyl-4-cyclohexene-l,2-dicarboximide (captan); and methyl (E)-2- ⁇ 2-[6-(2- cyanophenoxy) pyrimidin-4-cyloxy]phenyl ⁇ -3-methoxy aerylate (azoxystrobin).
  • Insect repellents include 6-butoxycarbonyl-2,3-dihydro-2,2-dimethylpyran- 4-one (butopyronoxyl); N,N-diethyl-m-toluamide (deet); dibutyl phthalate; dibutyl succinate; l,5a,6,9,9a,9b-hexahydro-4a(4H)-diber-zofurancarboxaldehyde; and dipropyl pyridine-2,5-dicarboxylate.
  • the polymeric shell of the microencapsulated particles may be composed of any of those materials typically employed as shell materials in the pesticides field or other industry and which do not melt under the temperatures employed in the drying step. An overview of certain of such materials is provided in Scher, "Controlled Release Pesticides", ACS Symposium, Series 53 (1977), pp. 126-144. Similar polymers may be used in the production of microparticles.
  • microencapsules which may be employed are polyurea materials produced in accordance with the process described in U.S. Patent 4,285,720. These polyurea walls are produced by heating or adding an appropriate catalyst to a water- immiscible material dispersed in an aqueous phase.
  • the water-immiscible material contains one or more aromatic polyisocyanates, such as l-chloro-2,4-phenylene diisocyanate, m- phenylene diisocyanate, p-phenylene diisocyanate, 4,4'-methylenebis (phenyl isocyanate), 2,4-tolylene diisocyanate, tolylene diisocyanate (60% 2,4-isomer, 40% 2,6-isomer), 2,6- tolylene diisocyanate, 3,3'-dimethyl-4,4'-biphenylene diisocyanate, 4,4'-methylenebis (2- -9- methylphenyl isocyanate), 3,3'-dimethoxy-4,4'-biphenylene diisocyanate, 2,2',5,5'-tetra- methyl-4,4'-biphenylene diisocyanate, 80% 2,4-and 20% 2,6-isomer of tolylene diisocyanate, or
  • aminoplast microcapsules prepared in accordance with the process described in U.S. Patent 4,956,129. These microcapsules are prepared by (a) providing an organic solution comprising a substantially water insoluble liquid material and an etherified urea-formaldehyde prepolymer dissolved therein, in which from about 50% to about 98% of the methylol groups of the prepolymer have been etherified with C -C ⁇ o alcohol; (b) creating an emulsion of the organic solution in a continuous phase aqueous solution comprising water and a surface active agent, wherein the emulsion comprises discrete droplets of the organic solution dispersed in the continuous phase aqueous solution, thus forming an interface between the discrete droplets of organic solution and the surrounding continuous phase aqueous solution; and (c) causing in situ self-condensation and curing of the urea-formaldehyde prepolymer in the organic phase of the discrete droplets adjacent to the interface by simultaneously
  • a third illustrative class of polymeric walls which may be employed in microcapsules in the flakes of the present composition are those produced by the process described in U.S. Patent 3,577,515.
  • the encapsulation of materials initially embodied, contained or carried in liquid is effected by interfacial polycondensation between coacting intermediates respectively in immiscible liquids, droplets of one liquid which is to be encapsulated and which contains one intermediate, being first established in a body of the other liquid.
  • the second intermediate is inco ⁇ orated in the other liquid to -10- produce minute capsules of the first liquid having a skin of polycondensate, e.g., polyamide, polysulfonamide, polyester, polycarbonate, polyurethane or polyurea.
  • polycondensate e.g., polyamide, polysulfonamide, polyester, polycarbonate, polyurethane or polyurea.
  • a fourth type of polymer wall is a polyurea wall produced by condensation of an aromatic isocyanate with an amine, as described for instance in U.S. Patent 5,354,742. Still other types of polymeric walls are also described in U.S. Patent 5,354,742.
  • the spacer present in the flakes of the present invention may comprise any water-soluble or-insoluble solid. If a water-insoluble solid is used as a spacer, it will typically have a particle size of from about 0.01 to about 100 microns, preferably of between about 0.05 and about 15 microns.
  • the spacer performs several functions. First, it serves as a drying matrix which both holds the capsules together to form a flake, yet separates the capsules or particles from one another. Secondly, it serves to promote dispersibility in water, functioning essentially as a wetting agent. Thirdly, it serves as a lubricant in the production of the flakes during drying, as described below, facilitating their removal from the heated surface.
  • Some substances may perform these functions in addition to the surfactant functions described below. If that is the case, a single material may function as both spacer and surfactant. However, for surfactants which cannot perform all functions needed of a spacer, a separate spacer material will be included. Alternatively, a lower priced spacer material could be used in place of a portion of a higher priced surfactant to reduce cost.
  • the spacer may compromise a pesticidally active or pesticidally inactive material.
  • inactive materials which may be employed are fuller's earth, kaolin clays, bentonite, kieselguhr, dolomite, calcium carbonate, talc, powdered magnesium oxide, gypsum and inorganic salts such as sodium chloride. These or other inactive materials may be suitable as spacers for other types of encapsulated ingredients.
  • herbicides and growth regulants are from various classes of compounds including various water- soluble and water-insoluble derivatives of ureas, triazines, carbamates and the thio-, dithio- and thiol- variations thereof, acetamides, acetanilides, diphenyl and dinitrophenyl ethers, imidazolidines, N-phosphonomethylglycine (glyphosate), pyrazoles, pyridines, etc.
  • non-encapsulated herbicidal or plant growth regulator component of the water-dispersible granules of this invention are the water- soluble salts of glyphosate, particularly the mono-alkali metal, amine or ammonium salts, and the water-insoluble compounds 2-chloro-4-ethylamino-6-isopropylamine-l,3,5-triazine (atrazine), 2-[4,5-dihydro-4-methyl-4-(l-methylethyl)-5-oxo-lH-imidazol-2-yl]-3-quinoline carboxylic acid (imazaquin) and benzoylcyclohexanediones such as 2-(2'-nitro-4'- methylsulfonylbenzoyl)-l,3-cyclohexanedione and metal chelates of them.
  • herbicides useful as the non-encapsulated component of the water-dispersible granules of this invention include, by common name, the following: ametryne, aminotriazole, ammonium sulphamate, barban, bentazone, benzthiazuron, bifenox, bromacil, bromofenoxim, bromophos-ethyl, bromoxynil, bromoxynil octanoate, brompyrazone, butylate, chloramben, chloroxuron, chlorthal-dimethyl, chlorthiamid, chlortoluron, cyanazine, cycluron, dalapon, desmedipham, 2,4-D, desmetryne, dicamba, dichlorbenil, dichlo ⁇ rop, dinitramine, dinoterb, diquat, diuron, DSMA, EPTC, fenoprop, fenuron, flumeturon, isoproturon, l
  • the non-encapsulated component may be used in alternative embodiments as the encapsulated component of the water-dispersible granules and vice- versa.
  • the capsules may contain two pesticidal ingredients, with a third pesticide employed as a spacer.
  • the encapsulated material may comprise a solid pesticide -12- suspended in a second liquid pesticide, while a third pesticide may be used as the spacer material.
  • the pesticides may have similar activity (e.g., all may be herbicides) or may have different activity (e.g., the product may contain various combinations such as herbicide and fungicide, herbicide and insecticide, fungicide and insecticide and insect growth regulator, etc.).
  • Certain solid herbicides e.g., N-(3,4-dichlorophenyl)-N 1 -methoxy-N'- methyl-urea (linuron) or 4-amino-6-tert-butyl-3-(methylthio-as-triazine-5-(4H)one (metribuzin) when used as the encapsulated component, cannot be encapsulated directly, but can be solubilized by or suspended in the water-insoluble co-pesticide(s) or solvent and the mixture then encapsulated.
  • insecticidal pesticides which are non-encapsulated but may be included together with the encapsulated water-insoluble herbicide include, e.g., the following: abamectin, aldicarb, acephate, aldrin, aminocarb, azinphos, bendiocarb, carbaryl, chlormephos, DDT, dicofol, diflubenzuron, endothion, fenvalerate, heptachlor, methiocarb, methomyl, methyl-and ethyl-parathion, permethrin, cypermethrin, pyrethrin, terbufos, etc.
  • fungicidal pesticides which are non-encapsulated but may be included with the above encapsulated herbicides and/or insecticides include the following: anilazine, benodanil, benomyl, butacarb, captafoL, captan, carboxin, chloranil, chlorbromuron, chloroneb, chlorthalonil, chlorquinox, dazomet, dichlofluanid, diclone, dichloraphen, dichloran, dithianon, dodine, ferbam, folpet, mancozeb, maneb, tbiabendazole, thiram, zineb, ziram, etc.
  • fungicides which are low-melting may be included together with low-melting insecticides and herbicides or plant growth regulants as the microencapsulated component of the water-dispersible granule.
  • examples of such fungicides are dinocat, edifenphos and pyrazophos. -13-
  • nematicides which may serve as the encapsulated component herein include, e.g., terbufos, fensulfothion, carbofuran, ethoprop, fenamiphos, dichloro- propen, aldicarb and oxamyl.
  • miticides which may be used in the encapsulated component of the present water-dispersible granules include, e.g., formetanate hydrochloride, omite, profenofos dimethoate, ethion, dinocapdicofol, amitraz, oxythioquinox, cyhexatin, fenbutatinoxide, oxamyl and phosalone.
  • Representative plant growth regulants contemplated herein primarily for use as the non-encapsulated component in water-dispersible granules include: chlormequat chloride, calcium arsenate, diaminozide, ethofumesate, ancymidol, dikegulac sodium, ethephon, XE 1019, maleic hydrazide, flmprimidol, mefluidide, paclobutrazol, fluridamidel, amidichlor, sulfometuron methyl.
  • the water-dispersible granules of this invention may comprise mixtures of an encapsulated pesticide or microparticles containing a pesticide, and a non-encapsulated safener, or mixture of safeners.
  • the flakes of this invention may be prepared by (a) mixing an aqueous dispersion of the microcapsules or microparticles with spacer material(s) and/or one or -14- more water-soluble solid surfactants to form a dispersion; and (b) drying the dispersion by thin-layer drying.
  • the surfactant(s) employed in the present invention may be nonionic, anionic, cationic or amphoteric, and must be selected from those which are in liquid or molten form at the temperatures utilized in drying or removal of the dried product. Care should be taken to avoid using surfactants which are so hydrophobic so as to be able to extract the encapsulated material.
  • Suitable surfactants of the cationic type include, for example, quaternary ammonium compounds, for example, cetyltrimethyl ammonium bromide.
  • Suitable surfactants of the anionic type include, for example, soaps, salts or aliphatic monoesters of sulfuric acid, for example, sodium lauryl sulfate, salts of sulfonated aromatic compounds, for example, sodium dodecylbenzenesulfonate, sodium, calcium or ammonium lignosulfonate, or butylnaphthalene sulfonate, and a mixture of the sodium salts of diisopropyl- and triisopropylnaphthalene sulfonates.
  • Suitable surfactants of the nonionic type include, for example, the condensation products of ethylene oxide with fatty alcohols such as oleyl alcohol or cetyl alcohol, or with alkyl phenols such as octyl phenol, nonylphenol and octyl cresol.
  • Other nonionic surfactants include ethylene oxide-propylene oxide block copolymers, partial esters derived from long chain fatty acids and hexitol anhydrides, and condensation products of these partial esters with ethylene oxide.
  • the aqueous dispersion to be dried will contain from about 25 to about 70 weight percent of solids (microcapsules and spacer and/or surfactant material), with the weight ratio of spacer and/or surfactant material to microcapsules ranging from about 1:20 to about 20:1, preferably from about 1:15 to about 1:3.
  • from about 1 percent to about 90 percent by weight, preferably from about 3 to about 15 percent by weight, on a dry product basis, of surfactant will be included.
  • the thin-layer drying used to produce the products of this invention may be any of such techniques known in the art.
  • the material to be dried is fed to a heated surface in the form of a relatively thin film, and the liquid (e.g., water) is removed by the heat generated and/or by a stream of air or inert gas.
  • a preferred method of thin-layer drying utilized in this invention is drum or roll drying, particularly one in which the capsule or microparticle suspension is fed onto and between two drums, rotating inward towards each other.
  • the emulsion forms a film on the surfaces of the drums, which passes through the space between them and is dried on the drum surfaces.
  • Other forms of drum or roll drying such as single-roll drying, in which the suspension is taken over the heated roll by immersion or is fed or sprayed onto the roll from above, may also be employed.
  • Other techniques may be used, for example, spreading the suspension onto a flat heated surface or a heated moving belt, or wiped-film evaporation.
  • the product flakes are recovered from the heated surface by scraping, shaking, etc., at a temperature at which any surfactant used is still in liquid or molten form.
  • the removal may be done continuously (for example, using continuously scraped drum dryers) or batchwise (for example, by scraping or vibrating a heated flat surface).
  • the drying step may be carried out continuously or batchwise.
  • the thin layer or film can have any dimensions which will serve to produce the desired flakes using the particular equipment selected.
  • the film will have a thickness of up to about 3 times the maximum desired thickness of the product flakes, or a thickness of from about 0.075 to about 6 mm.
  • the drying temperature will depend on the nature of the encapsulated or microparticle material and spacer/surfactant materials, and should be such as to produce economic and efficient drying without causing decomposition or degradation of the encapsulated material. Generally, temperatures of from about 20°C to about 200°C, preferably from about 50°C to about 150°C, most preferably from about 70°C to about 100°C, may be used. The aforementioned temperatures refer to the temperature of the product rather than that of the surrounding environment. If the encapsulated material is -16- heat-sensitive, the process may be carried out at lower pressures by employing a vacuum outside the drum. In general, the pressure may range from atmospheric to below atmospheric (under vacuum).
  • One advantage of this process is that it can produce dried dispersible microcapsule or microparticle products from more concentrated or more viscous suspensions than may be used in spray-drying processes, so long as the viscosity of the suspension is not so high as to interfere with the formation of the thin layer or film on the heated dryer surface.
  • the flakes of this invention typically will be less likely to agglomerate when subject to compaction forces. Such flakes also tend to be less dusty than spherical formulations and more readily dispersible than extruded formulations.
  • Formulations 1 A - IE contained polyurea microcapsules containing about 80 weight % alachlor produced by Monsanto Company under the trademark Lasso® Micro-Tech®.
  • the formulations were processed, in turn, over a laboratory atmospheric double drum dryer.
  • the laboratory unit was a 6" dia.x7 5/8" long model.
  • the drums were arranged to turn inward and down through the pinch. They were driven by a motor to give a drum speed of 0.5 to 13 rpm.
  • the drums were rotating at a rate of from 0.75-3.5 rpm with a gap of 1.1 mm.
  • the steam supply was set at pressures from 15 to 20 psig, providing a surface temperature ranging from 120° to 126° C. -17-
  • Microcapsules in water (60 wt%) 500 500 500 500 500 Daxad 23 (Dispersant) 20 15 10 5 Talcum (Lubricant) 5 5 5 5 5 5 5 Pluronic F108 (Nonionic Surfactant) 5 5 10
  • the slurries were fed into the gap between the drums with a variable speed peristaltic pump.
  • the flow of liquid was increased progressively into the gap until a uniform film was obtained on the surface of the drums.
  • the dried film was scraped with knives and collected in receiving pans.
  • the dried products were obtained in a non-dusty form with particles shaped in thin flakes.
  • the flakes had sizes ranging from 1 to 10 mm in length with thickness of between 0.05 to 2.0 mm.
  • nonionic surfactant 10 10 10 —
  • the dried products were non-dusty and the size of the flakes ranged from 1.0 to 5 mm in length with thickness of between 0.05 to 1.0 mm. All examples redispersed in water. -19- EXAMPLE 3
  • Morwet IP (dispersant) 20 12.5 ⁇ ⁇ —
  • the dried products were non-dusty and the size of the flakes ranged from 1.0 to 5 mm in length with thickness of between 0.05 to 1.0 mm. All examples redispersed in water.
  • acetochlor formulations (listed below 4A to E) were prepared from the same microcapsule suspension used in Example 2, and stirred at medium speed (2,000 to 3,000 rpm) until homogenized. -20-
  • Morwet IP (dispersant) 12.5 10 10 10 10
  • nonionic surfactant 20 20 20 20 ⁇
  • the dried products were non-dusty and the size of the flakes ranged from 1.0 to 5 mm in length with thickness of between 0.05 and 1.0 mm. All examples redispersed in water.
  • Products obtained from Examples 4A - 4E were tested for biological efficacy in comparison with an acetochlor product produced by spray-drying similar microcapsules, four samples of dispersions prepared from aqueous suspensions of polyurea microcapsules containing acetochlor which had not been dried, and one liquid product (emulsifiable concentrate) containing acetochlor without a safener.
  • the products were diluted with water and applied preemergence to containers seeded respectively with corn and with soybeans and in which seeds of the following weeds had also been planted: morning glory (Ipomoea sp., IPOSS), white proso millet (Panicum miliaceum. PANMI), shattercane (Sorghum bicolor. SORVU), bamyardgrass (Echinochloa crusgalli. ECHCG) and wooly cupgrass (Eriochloa villosa. ERBVI).
  • Emulsifiable 1.56 0 0 0 0 0 0 0 0 0 0

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  • Life Sciences & Earth Sciences (AREA)
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  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Environmental Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Zoology (AREA)
  • Plant Pathology (AREA)
  • Toxicology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Cosmetics (AREA)
  • Manufacturing Of Micro-Capsules (AREA)
  • Colloid Chemistry (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Flocon dispersible dans l'eau, qui contient une pluralité de microcapsules ou de microparticules comportant un ou plusieurs ingrédients encapsulés, par exemple un herbicide ou un insecticide, lesdites microcapsules ou microparticules étant maintenues ensemble sous forme de flocon par une matière d'écartement telle qu'un pesticide non encapsulé et/ou un ou plusieurs tensioactifs. Ledit flocon peut être préparé (a) par mélange d'une suspension aqueuse des microcapsules ou microparticules avec une matière d'écartement et/ou un tensioactif pour former une dispersion et (b) par séchage de couches minces de cette dispersion sur une surface chauffée et (c) par récupération du produit sec de l'étape (b) de la surface chauffée pour former des flocons.
PCT/GB1999/000282 1998-02-03 1999-01-27 Compositions de flocons dispersibles dans l'eau WO1999039577A1 (fr)

Priority Applications (11)

Application Number Priority Date Filing Date Title
IL13768299A IL137682A0 (en) 1998-02-03 1999-01-27 Water-dispersible flake compositions
AU44806/99A AU4480699A (en) 1998-02-03 1999-01-27 Water-dispersible flake compositions
SK1173-2000A SK11732000A3 (sk) 1998-02-03 1999-01-27 Vo vode dispergovateľné vločkovité kompozície
EP99934202A EP1051070A1 (fr) 1998-02-03 1999-01-27 Compositions de flocons dispersibles dans l'eau
EA200000813A EA200000813A1 (ru) 1998-02-03 1999-01-27 Диспергируемые в воде хлопьевидные композиции
BR9908781-2A BR9908781A (pt) 1998-02-03 1999-01-27 Floco dispersìvel em água e processo para produzir o mesmo
EEP200000456A EE200000456A (xx) 1998-02-03 1999-01-27 Vees dispergeeritavad helveskompositsioonid
HU0100736A HUP0100736A3 (en) 1998-02-03 1999-01-27 Water-dispersible flake compositions
BG104661A BG104661A (en) 1998-02-03 2000-08-03 Water dispersible flake compositions
NO20003938A NO20003938L (no) 1998-02-03 2000-08-03 Vann-dispergerbare flaksammensetninger
HR20000526A HRP20000526A2 (en) 1998-02-03 2000-08-03 Water-dispersible flake compositions

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US1782198A 1998-02-03 1998-02-03
US09/017,821 1998-02-03

Publications (1)

Publication Number Publication Date
WO1999039577A1 true WO1999039577A1 (fr) 1999-08-12

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB1999/000282 WO1999039577A1 (fr) 1998-02-03 1999-01-27 Compositions de flocons dispersibles dans l'eau

Country Status (21)

Country Link
EP (1) EP1051070A1 (fr)
CN (1) CN1292640A (fr)
AR (1) AR019526A1 (fr)
AU (1) AU4480699A (fr)
BG (1) BG104661A (fr)
BR (1) BR9908781A (fr)
EA (1) EA200000813A1 (fr)
EE (1) EE200000456A (fr)
GE (1) GEP20022781B (fr)
GT (1) GT199900016A (fr)
HR (1) HRP20000526A2 (fr)
HU (1) HUP0100736A3 (fr)
IL (1) IL137682A0 (fr)
JO (1) JO2094B1 (fr)
NO (1) NO20003938L (fr)
PE (1) PE20000242A1 (fr)
SK (1) SK11732000A3 (fr)
TR (1) TR200002643T2 (fr)
WO (1) WO1999039577A1 (fr)
YU (1) YU50300A (fr)
ZA (1) ZA99768B (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP7007262B2 (ja) * 2015-09-03 2022-01-24 ビーエーエスエフ アグロ ベー．ブイ． サフルフェナシルを含む微粒子組成物

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0252896A2 (fr) * 1986-07-09 1988-01-13 Monsanto Company Granulés dispersables dans l'eau et leur procédé de préparation
EP0252897A2 (fr) * 1986-07-09 1988-01-13 Monsanto Company Formulations de granulés dispersables dans l'eau et leur procédé de préparation
US4936901A (en) * 1986-07-09 1990-06-26 Monsanto Company Formulations of water-dispersible granules and process for preparation thereof
EP0508155A1 (fr) * 1991-03-14 1992-10-14 Wacker-Chemie Gmbh Procédé de microencapsulation de produits émulsionnables dans l'eau, non-thermoplastiques
WO1996001048A1 (fr) * 1994-07-06 1996-01-18 Zeneca Limited Microbilles solides pour composes actifs dans l'agriculture, et leur procede de production
EP0753256A1 (fr) * 1995-07-13 1997-01-15 Cfpi Agro Nouvelle forme solide de stockage et de commercialisation pour compositions phytosanitaires et moyens pour sa préparation

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0252896A2 (fr) * 1986-07-09 1988-01-13 Monsanto Company Granulés dispersables dans l'eau et leur procédé de préparation
EP0252897A2 (fr) * 1986-07-09 1988-01-13 Monsanto Company Formulations de granulés dispersables dans l'eau et leur procédé de préparation
US4936901A (en) * 1986-07-09 1990-06-26 Monsanto Company Formulations of water-dispersible granules and process for preparation thereof
US5354742A (en) * 1986-07-09 1994-10-11 Monsanto Company Water-dispersible granules and process for the preparation thereof
EP0508155A1 (fr) * 1991-03-14 1992-10-14 Wacker-Chemie Gmbh Procédé de microencapsulation de produits émulsionnables dans l'eau, non-thermoplastiques
WO1996001048A1 (fr) * 1994-07-06 1996-01-18 Zeneca Limited Microbilles solides pour composes actifs dans l'agriculture, et leur procede de production
EP0753256A1 (fr) * 1995-07-13 1997-01-15 Cfpi Agro Nouvelle forme solide de stockage et de commercialisation pour compositions phytosanitaires et moyens pour sa préparation

Also Published As

Publication number Publication date
AU4480699A (en) 1999-08-23
YU50300A (sh) 2003-02-28
EE200000456A (xx) 2001-12-17
SK11732000A3 (sk) 2001-11-06
PE20000242A1 (es) 2000-04-07
HUP0100736A2 (hu) 2001-06-28
BR9908781A (pt) 2002-01-15
AR019526A1 (es) 2002-02-27
HUP0100736A3 (en) 2004-03-01
HRP20000526A2 (en) 2001-06-30
EP1051070A1 (fr) 2000-11-15
GEP20022781B (en) 2002-09-25
NO20003938D0 (no) 2000-08-03
JO2094B1 (en) 2000-05-21
NO20003938L (no) 2000-09-21
IL137682A0 (en) 2001-10-31
CN1292640A (zh) 2001-04-25
EA200000813A1 (ru) 2001-02-26
ZA99768B (en) 1999-08-03
GT199900016A (es) 2000-07-28
TR200002643T2 (tr) 2000-11-21
BG104661A (en) 2001-10-31

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