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EP0219057B1 - Utilisation d'agents tensioactifs non-ioniques comme réactifs pour la flottation de minerais non sulfurés - Google Patents

Utilisation d'agents tensioactifs non-ioniques comme réactifs pour la flottation de minerais non sulfurés Download PDF

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Publication number
EP0219057B1
EP0219057B1 EP86113956A EP86113956A EP0219057B1 EP 0219057 B1 EP0219057 B1 EP 0219057B1 EP 86113956 A EP86113956 A EP 86113956A EP 86113956 A EP86113956 A EP 86113956A EP 0219057 B1 EP0219057 B1 EP 0219057B1
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Prior art keywords
alkyl
flotation
thio
group
alkenyl
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EP86113956A
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German (de)
English (en)
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EP0219057A2 (fr
EP0219057A3 (en
Inventor
Wolfgang Dr. Von Rybinski
Rita Köster
Manfred Dr. Biermann
Harald Dr. Schnegelberger
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Publication of EP0219057A3 publication Critical patent/EP0219057A3/de
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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D1/00—Flotation
    • B03D1/001—Flotation agents
    • B03D1/004—Organic compounds
    • B03D1/012—Organic compounds containing sulfur
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D1/00—Flotation
    • B03D1/001—Flotation agents
    • B03D1/004—Organic compounds
    • B03D1/008—Organic compounds containing oxygen
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D1/00—Flotation
    • B03D1/001—Flotation agents
    • B03D1/004—Organic compounds
    • B03D1/01—Organic compounds containing nitrogen
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D1/00—Flotation
    • B03D1/001—Flotation agents
    • B03D1/004—Organic compounds
    • B03D1/014—Organic compounds containing phosphorus
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D2201/00—Specified effects produced by the flotation agents
    • B03D2201/02—Collectors
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D2203/00—Specified materials treated by the flotation agents; Specified applications
    • B03D2203/02—Ores
    • B03D2203/04—Non-sulfide ores

Definitions

  • the invention relates to the use of mixtures of alkyl glycosides and anionic, cationic or ampholytic non-thio-surfactants known per se as collectors for flotation processes as auxiliaries for the flotation of non-sulfidic ores.
  • non-thio-surfactants in conjunction with the adjectives "anionic”, “cationic” and “ampholytic” is used here and below in the same sense in which the term “non-thio ionizable surfactants” in Jan Leja: Surface Chemistry of Froth Flotation, Plenum Press, New York and London, 1982, pages 205 to 212.
  • non-thio-surfactants excludes surfactants that contain sulfur atoms that are not bound to oxygen. In the same sense, the term “non-thio collector” is used below.
  • Flotation is a generally used sorting process for the processing of mineral raw materials, in which the valuable minerals are separated from the worthless ones.
  • Non-sulfidic minerals are, for example, apatite, fluorite, scheelite and other salt-like minerals, cassiterite and other metal oxides, for example oxides of titanium and zirconium, as well as certain silicates and aluminosilicates.
  • the ore is pre-shredded and dry, but preferably wet ground, and suspended in the water.
  • the non-sulfidic ores usually become collectors, often in connection with foaming agents and possibly other auxiliary reagents such as regulators, pushers (deactivators) and / or stimulants (activators), in order to support the separation of the valuable minerals from the undesirable gangue components of the ore during the subsequent flotation.
  • auxiliary reagents such as regulators, pushers (deactivators) and / or stimulants (activators)
  • These reagents are usually allowed to act on the finely ground ore for a certain time (conditioning) before air is blown into the suspension (floatation) in order to produce a foam on its surface.
  • the collector ensures that the surface of the minerals is rendered hydrophobic, so that these minerals adhere to the gas bubbles formed during the aeration.
  • the mineral components are made hydrophobic selectively in such a way that the components of the ore which are undesirable do not adhere to the gas bubbles.
  • the mineral-containing foam is stripped off and processed.
  • the aim of flotation is to extract the mineral of value from the ores in the highest possible yield, while at the same time maintaining the best possible enrichment.
  • anionic and cationic non-thio-surfactants are used as collectors.
  • Known anionic non-thio collectors are, for example, saturated and unsaturated fatty acids, in particular tall oil fatty acids and oleic acid, alkyl sulfates, in particular alkyl sulfates, alkylarylsulfonates, alkylsulfosuccinates, alkylsulfosuccinamates and acyllactylates derived from fatty alcohols or fatty alcohol mixtures.
  • cationic non-thio collectors are, for example, primary aliphatic amines, in particular the fatty amines derived from the fatty acids of vegetable and animal fats and oils, as well as certain alkyl-substituted and hydroxyalkyl-substituted alkylenediamines and the water-soluble acid addition salts of these amines.
  • nonionic surfactants are hardly used as collectors in flotation.
  • combinations of ionic and nonionic surfactants are also occasionally described as collectors.
  • the cationic, anionic and ampholytic non-thio collectors used for the flotation of non-sulfidic ores in many cases do not lead to a satisfactory application of the valuable minerals with economically justifiable collector quantities.
  • the object of the present invention was therefore to find improved collectors in the sense of a more economical design of the flotation processes, with which greater yields of valuable minerals can be achieved either with constant collector quantities or constant value mineral yields with reduced collector quantities.
  • the present invention was also based on the object of improving non-thio collectors (primary collectors) known for the flotation of non-sulfidic ores by suitable additives (co-collectors) in such a way that, with practically the same selectivity of the collectors, the output of valuable minerals in the flotation process was significant is increased, this effect also being able to be used in such a way that (in comparison with the collector quantities of the prior art) reduced quantities of collector and co-collector yields of constant minerals are obtained.
  • alkyl and / or alkenyl glycosides are very effective collectors for the flotation of non-sulfidic ores. Furthermore, it has been found that alkyl and / or alkenyl glycosides can be used very successfully as additives to anionic, cationic or ampholytic non-thio-surfactants, which are known as collectors for the flotation of non-sulfidic ores, in the sense of co-collectors .
  • alkyl or alkenyl radicals of the glycosides to be used according to the invention can be straight-chain or branched, have 2 to 18 carbon atoms and optionally have a hydroxyl group and / or an ether bridge instead of a --CH2 group.
  • Alkyl and / or alkenyl monoglycosides are suitable for the use according to the invention and / or polyglycosides with 2 to 4 glycoside residues into consideration, alkyl and alkenyl glycosides with 1 to 3 glycoside residues being preferred.
  • alkyl and alkenyl glycosides to be used according to the invention represent a known class of substances; they can be produced using common methods of organic synthesis.
  • the alkyl and alkenyl glycosides are expediently prepared by reacting glucose or oligosaccharides with corresponding alcohols having 2 to 18 carbon atoms.
  • Suitable alcohols for the production of the glycosides to be used according to the invention are, for example, ethanol, n-propanol, i-propanol, n-butanol, i-butanol, sec-butanol, ethylene glycol, 1,2-propylene glycol and 1,3-propylene glycol.
  • Glycosides of the fatty alcohols having 6 to 18 carbon atoms in the essentially unbranched carbon chain such as n-hexanol, n-octanol, n-decanol, n-dodecanol, n-tetradecanol, n-hexadecanol and n-octadecanol, and unsaturated fatty alcohols which are bis are preferred can have three double bonds in the molecule, for example n-octadecenol (oleyl alcohol). These alcohols can be used to prepare the glycosides to be used according to the invention used individually or in a mixture.
  • Alcohol mixtures are used in particular in the production of alkyl and alkenyl glycosides from fatty alcohols which are obtained via the catalytic hydrogenation of methyl esters of naturally occurring fatty acids.
  • Alkyl glycosides in which the alkyl radical contains an ether bridge instead of a -CH2 group can be obtained, for example, by terminating a hydroxyalkyl glycoside under conditions known per se with an alkylene oxide having 2 to 18 carbon atoms, for example with ethylene oxide, propylene oxide or a dodecane epoxide - or internal epoxy groups.
  • ether glycols such as, for example, ethylene glycol monododecyl ether or propylene glycol monodecyl ether.
  • both alkyl and / or alkenyl monoglycosides in which a cyclic sugar residue is attached to the alcohol are suitable, as well as corresponding oligomers with 2 to 8 glycosidically attached glucose or maltose residues.
  • Alkyl and alkenyl glycosides with 1 to 3 glycoside residues are preferably used.
  • the number of sugar residues is a statistical mean, which is the basis for the distribution that usually occurs with these products.
  • Alkyl and / or alkenyl glycosides based on C12 to C14 fatty alcohols and 1 to 2 glycoside residues can be particularly suitable.
  • Component b) includes anionic, cationic and ampholytic non-thio-surfactants, which are known per se as collectors for the flotation of non-sulfidic ores.
  • anionic non-thio-surfactants are to be used according to the invention as component b1, they are selected from the group consisting of organic phosphonates, alkyl phosphates, alkyl ether phosphates and hydroxamates.
  • Suitable organic phosphonates are water-soluble salts of organic phosphonic acids, for example salts of styrene phosphonic acid.
  • alkyl phosphates and alkyl ether phosphates considered as possible component b1 correspond to the formulas V and VI, in which R represents an alkyl or alkenyl radical having 8 to 22 carbon atoms and M represents a hydrogen ion, an alkali metal cation or an ammonium ion, preferably a sodium or ammonium ion.
  • R represents an alkyl or alkenyl radical having 8 to 22 carbon atoms
  • M represents a hydrogen ion, an alkali metal cation or an ammonium ion, preferably a sodium or ammonium ion.
  • the indices m, n and o are zero in the case of alkyl phosphates, and in the case of alkyl ether phosphates they are integers from 2 to 15.
  • the compounds of the formulas I and II are known substances which can be obtained by customary methods of organic synthesis.
  • Suitable starting materials for the preparation of the alkyl phosphates are the straight-chain or branched alcohols having 8 to 22 carbon atoms described above in connection with the alkyl sulfates or sulfuric acid semiesters.
  • Alkyl phosphates in which the radical R has 10 to 16 carbon atoms are particularly preferred.
  • Addition products of 2 to 15 moles of ethylene oxide arrive as the starting material for the production of the alkyl ether phosphates the above-mentioned alcohols with 8 to 22 carbon atoms, which in turn can be obtained by known methods of organic synthesis.
  • the mono- and dialkyl phosphates defined above can each be used individually as component b1 in the sense of the invention. However, preference is given to using mixtures of mono- and dialkylphosphates which are obtained in the industrial production of such compounds. The same applies analogously to the alkyl ether phosphates defined by the formulas I and II.
  • the hydroxamates which are furthermore possible as component b1 correspond to the formula III, in which R is an alkyl radical having 3 to 17 carbon atoms and M is an alkali metal cation, preferably a potassium ion.
  • the compounds of formula III belong to a known class of substances; they can be prepared by known methods of organic synthesis, for example by reacting hydroxylamine with fatty acid methyl esters. A suitable production process is described in "Reagents in the minerals industry", published by The Institution of Mining and Metallurgy, London, 1984, pages 161-168. This article by DW Fuerstenau and Pradip also contains an overview of the known use of hydroxamates as collectors.
  • cationic non-thio-surfactants are to be used as component b2
  • primary aliphatic amines and alkylene diamines substituted with ⁇ -branched alkyl radicals or hydroxyalkyl-substituted alkylene diamines and water-soluble acid addition salts of these amines are suitable.
  • Suitable primary aliphatic amines are, in particular, the fatty amines with 8 to 22 carbon atoms derived from the fatty acids of the native fats and oils.
  • mixtures of fatty amines are used, for example tallow amines or hydrotalgamines, as are obtainable from the tallow fatty acids or the hydrogenated tallow fatty acids via the corresponding nitriles and their hydrogenation.
  • the preparation of these compounds and their use in flotation is described in the DDR-PS 64 275.
  • the preparation of the compounds of formula V and their use in flotation is described in DE-OS 25 47 987.
  • the aforementioned amine compounds can be used as such or in the form of their water-soluble salts. If appropriate, the salts are obtained by neutralization, which can be carried out both with equimolar amounts and with an excess or an excess of acid. Suitable acids are, for example, sulfuric acid, phosphoric acid, hydrochloric acid, acetic acid and formic acid.
  • ampholytic non-thio-surfactants which are used according to the invention as component b3 are compounds which contain at least one anion-active and one cation-active group in the molecule, the anion-active groups preferably consisting of sulfonic acid or carboxyl groups and the cation-active groups Groups of amino groups, preferably secondary or tertiary amino groups.
  • Particularly suitable ampholytic surfactants are sarcosides, taurides, N-substituted aminopropionic acids and N- (1,2-dicarboxyethyl) -N-alkylsulfosuccinamates.
  • the sarcosides suitable for use as component b) correspond to formula VI, in which R is an alkyl radical having 7 to 21 carbon atoms, preferably 11 to 17 carbon atoms.
  • R is an alkyl radical having 7 to 21 carbon atoms, preferably 11 to 17 carbon atoms.
  • These sarcosides are known compounds which can be prepared by known processes. With regard to their use in flotation, reference is made to H. Schubert, Auf Struktur solid mineral raw materials, 2nd edition, Leipzig 1977, pp. 310-311, and the references cited therein.
  • the taurides suitable for use as component b3 correspond to formula VII, in which R is an alkyl radical having 7 to 21 carbon atoms, preferably 11 to 17 carbon atoms. These taurides are known compounds that can be obtained by known methods. The use of taurids in flotation is known, see H. Schubert, loc. cit.
  • N-substituted aminopropionic acids which are suitable for use as component b3 correspond to formula VIII, in which n can be zero or a number from 1 to 4, while R denotes an alkyl or acyl radical having 8 to 22 carbon atoms, preferably 12 to 18 carbon atoms.
  • the N-substituted aminopropionic acids mentioned are likewise known compounds which can be prepared in a known manner. With regard to their use as collectors in flotation, reference is made to H. Schubart, loc. cit. and on int. J. Min. Proc. 9 (1982), pp. 353-384, in particular p. 380.
  • N- (1,2-dicarboxyethyl) -N-alkylsulfosuccinamates suitable for use as component b3 in the collector mixtures according to the invention correspond to the formula IX, in which R is an alkyl radical having 8 to 22 carbon atoms, preferably 12 to 18 carbon atoms, and M is a hydrogen ion, an alkali metal cation or an ammonium ion, preferably a sodium ion.
  • the N- (1,2-dicarboxyethyl) -N-alkylsulfosucinamates mentioned are known compounds which can be prepared by known methods. The use of these compounds as collectors in flotation is also known, see H. Schubert, loc. cit.
  • the weight ratio of components a): b) is in the range from 1:19 to 3: 1, preferably in the range from 1: 4 to 1: 1.
  • collectors and collector mixtures to be used according to the invention depend in each case on the type of ores to be floated and on their content of valuable minerals. As a result, the amounts required can vary within wide limits.
  • the collectors and collector mixtures according to the invention are used in amounts of 20 to 2000 g per ton of raw ore.
  • the effectiveness of the collectors of the tendides and surfactant mixtures to be used according to the invention is practically not adversely affected by the hardness formers of the water used to produce the sludge.
  • Alkyl and / or alkenyl glycosides and their mixtures with known anionic, cationic and / or ampholytic non-thio collectors are used in the known flotation processes for non-sulfidic ores instead of the known collectors.
  • the customary reagents such as foaming agents, regulators, activators, deactivators, etc. are also added to the aqueous slurries of the ground ores.
  • the flotation is carried out under the conditions of the methods of the prior art.
  • the collector mixtures to be used according to the invention can be used, for example, in the flotation of apatite-schelite and tungsten ores, in the separation of fluorite from quartz, in the separation of quartz or alkali silicates from hematite, magnetite and chromite by inverse flotation, in the separation of cassiterite of quartz and silicates, in the separation of oxides of iron and titanium from quartz for cleaning glass sands.
  • the flotation task consisted of a kaolinite ore with a clay content of 55% and feldspar as gait and had the following grain size distribution: 64% ⁇ 25 ⁇ m 22% 25-40 ⁇ m 14% > 40 ⁇ m
  • the flotation experiments were carried out in a 1 l laboratory flotation cell at room temperature. Floating was carried out with a turbidity of 250 g / l tap water with a hardness of 16 dH. Aluminum sulfate with a dosage of 500 g / t was used as an activator. The pH of the slurry was adjusted to 3 with sulfuric acid. The conditioning time was 10 minutes. The float was 15 minutes at a speed of 1200 revolutions per minute. The collector was added to the slurry in four portions.
  • the partial replacement of the conventional amine collector H by the glucosides to be used according to the invention with alkyl chains in the range C12-C16 accelerates the flotation, in particular in the first flotation stage, without significant loss of selectivity.
  • Figure 2 shows that glucosides to be used according to the invention with alkyl chains in the range C10 in combination with conventional amine collectors improve both the application to clay substance and the enrichment, in particular in the first flotation stage.
  • a low-value cassiterite ore was floated, which essentially contains granite, tourmaline and magnetite as gait.
  • the SiO2 content of the task is approximately 1.0%.
  • the flotation task had the following grain size distribution: 49.5% ⁇ 25 ⁇ m 43.8% 25-63 ⁇ m 6.7% > 63 ⁇ m
  • the flotation experiments were carried out in a 1 l laboratory flotation cell at room temperature. Water glass with a dosage of 2000 g / t was used as the pusher, the pH of the slurry was adjusted to pH 5 with sulfuric acid before the addition. Was floated with a cloud density of 500 g ore per liter of tap water with a hardness of 16 dH. The flotation time of the pre-flotation was 4 minutes at a stirring speed of 1200 rpm.

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Claims (7)

  1. Utilisation de mélanges formés de :
    a) au moins un alcoyl- ou alcénylglucoside, et
    b1) au moins un agent tensio-actif non-thio anionique choisi dans le groupe, qui est formé de phosphonates organiques, de alcoylphosphates, de alcoylétherphosphates et de hydroxamates, et/ou
    b2) au moins un agent tensio-actif non-thio cationique choisi dans le groupe qui est formé des amines aliphatiques primaires, des alcoylènediamines substituées par des radicaux alcoyle α-ramifiés, des alcoylènediamines substituées par un hydroxyalcoyle et des sels d'addition avec un acide de ces amines, hydrosolubles et/ou,
    b3) au moins un agent tensio-actif non-thio amphotère choisi dans le groupe qui est formé de sarcosides, de taurides et de N-(1,2-dicarboxyéthyl)-N-alcoylsulfosuccinamates,
    comme agents collecteurs dans la flottation de minerais non sulfurés.
  2. Utilisation selon la revendication 1, caractérisée en ce que sont mis en oeuvre des alcoyl- et/ou alcénylmonoglucosides et/ou -polyglucosides ayant de 1 à 8 restes glucosidiques, dont les radicaux alcoyle ou alcényle sont à chaîne droite ou ramifiés, renferment 2 à la atomes de Carbone et éventuellement possèdent un groupe hydroxyle et/ou un pont éther à la place d'un groupe -CH₂-.
  3. Utilisation selon les revendications 1 et 2, caractérisée en ce que des alcoyl- et/ou des alcénylmonoglucosides et/ou -polyglucosides ayant de 1 à 3 restes glucosidiques, sont mis en oeuvre.
  4. Utilisation selon les revendications 1 à 3, caractérisée en ce que dans les mélanges de composants a) et b), le rapport pondéral des composants a) : b) se situe dans la zone de 1:19 à 3:1 , de préférence dans la zone de 1:4 à 1:1.
  5. Utilisation selon les revendications 1 à 4, caractérisée en ce que les mélanges sont mis en oeuvre en quantités allant de 20 à 2000 g par tonne de minerai brut.
  6. Procédé de séparation de minéraux non sulfurés d'un minerai par flottation, dans lequel on mélange le minerai broyé avec de l'eau pour réaliser une suspension de minerai, on introduit de l'air dans la suspension en présence d'un agent tensio-actif agissant comme collecteur, anionique, cationique ou ampholytique et on sépare la mousse qui s'est formée ensemble avec le minéral qui y est contenue, caractérisé en ce que l'on met en oeuvre comme agent collecteur,
    a) au moins un alcoyl- ou alcénylglucoside, et
    b1) au moins un agent tensio-actif non-thio, anionique choisi dans le groupe formé de phosphonates organiques, de alcoylphosphates, de alcoylétherphosphates et d'hydroxamates et/ou,
    b2) au moins un agent tensio-actif non-thio, cationique choisi dans le groupe formé d'amines aliphatiques primaires, avec des alcoylènediamines substituées avec des radicaux alcoyle α-ramifiés, des alcoylènediamines substituées par un hydroxyalcoyle, et les sels hydrosolubles d'addition avec un acide de ces amines et/ou
    b3) au moins un agent tensio-actif non-thio, amphotère choisi dans le groupe formé de sarcosides, de Taurides, et de N-(1,2-dicarboxyéthyl)-N-alcoylsulfosuccinamates.
  7. Procédé selon la revendication 6, caractérisé en ce que l'on met en oeuvre l'agent collecteur ou le mélange d'agents collecteurs en quantités allant de 20 à 2000 g par tonne de minerai brut.
EP86113956A 1985-10-17 1986-10-08 Utilisation d'agents tensioactifs non-ioniques comme réactifs pour la flottation de minerais non sulfurés Expired - Lifetime EP0219057B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT86113956T ATE72774T1 (de) 1985-10-17 1986-10-08 Verwendung von gemischen enthaltend nichtionische tenside als hilfsmittel fuer die flotation von nichtsulfidischen erzen.

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Application Number Priority Date Filing Date Title
DE19853536975 DE3536975A1 (de) 1985-10-17 1985-10-17 Verwendung von nichtionischen tensiden als hilfsmittel fuer die flotation von nichtsulfidischen erzen
DE3536975 1985-10-17

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EP0219057A2 EP0219057A2 (fr) 1987-04-22
EP0219057A3 EP0219057A3 (en) 1990-03-21
EP0219057B1 true EP0219057B1 (fr) 1992-02-26

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US (1) US5108585A (fr)
EP (1) EP0219057B1 (fr)
AT (1) ATE72774T1 (fr)
AU (1) AU582021B2 (fr)
BR (1) BR8605066A (fr)
CA (1) CA1321846C (fr)
DD (1) DD254144A5 (fr)
DE (2) DE3536975A1 (fr)
ES (1) ES2002423A6 (fr)
FI (1) FI85227C (fr)
IN (1) IN167321B (fr)
TR (1) TR23700A (fr)
ZA (1) ZA867857B (fr)

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DE3818482A1 (de) * 1988-05-31 1989-12-07 Henkel Kgaa Tensidmischungen als sammler fuer die flotation nichtsulfidischer erze
DE4010279A1 (de) * 1990-03-30 1991-10-02 Henkel Kgaa Verfahren zur gewinnung von mineralien aus nichtsulfidischen erzen durch flotation
DE4016792A1 (de) * 1990-05-25 1991-11-28 Henkel Kgaa Verfahren zur gewinnung von mineralien aus nichtsulfidischen erzen durch flotation
DE4133063A1 (de) * 1991-10-04 1993-04-08 Henkel Kgaa Verfahren zur herstellung von eisenerzkonzentraten durch flotation
DE4315810A1 (de) * 1993-05-12 1994-11-17 Henkel Kgaa Wäßrige Detergensgemische
DE4435387C2 (de) * 1994-10-04 1997-08-14 Henkel Kgaa Pumpfähige wäßrige Tensidkonzentrate
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Publication number Publication date
ATE72774T1 (de) 1992-03-15
EP0219057A2 (fr) 1987-04-22
EP0219057A3 (en) 1990-03-21
DE3683981D1 (de) 1992-04-02
TR23700A (tr) 1990-06-29
AU6399486A (en) 1987-04-30
DE3536975A1 (de) 1987-04-23
BR8605066A (pt) 1987-07-21
US5108585A (en) 1992-04-28
FI85227C (fi) 1992-03-25
CA1321846C (fr) 1993-08-31
IN167321B (fr) 1990-10-06
ZA867857B (en) 1987-05-27
FI85227B (fi) 1991-12-13
DD254144A5 (de) 1988-02-17
ES2002423A6 (es) 1988-08-01
AU582021B2 (en) 1989-03-09
FI864181A0 (fi) 1986-10-16
FI864181L (fi) 1987-04-18

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