EP3433021B1 - Use of emulsifier in collector composition - Google Patents

Use of emulsifier in collector composition Download PDF

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Publication number
EP3433021B1
EP3433021B1 EP17711222.4A EP17711222A EP3433021B1 EP 3433021 B1 EP3433021 B1 EP 3433021B1 EP 17711222 A EP17711222 A EP 17711222A EP 3433021 B1 EP3433021 B1 EP 3433021B1
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compound
group
compounds
carbon atoms
degree
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German (de)
English (en)
French (fr)
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EP3433021A2 (en
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Henrik NORDBERG
Natalija Smolko-Schvarzmayr
Magnus Svensson
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Nouryon Chemicals International BV
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Nouryon Chemicals International BV
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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
    • B03D1/0043—Organic compounds modified so as to contain a polyether group
    • 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
    • B03D1/012—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
    • B03D2201/00—Specified effects produced by the flotation agents
    • 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
    • B03D2203/06—Phosphate ores

Definitions

  • the present invention relates to the use of emulsifiers in branched alcohol alkoxylate-containing secondary collector compositions and the use of such compositions for the froth flotation of non-sulfidic ores, especially phosphate ores, in combination with a primary collector which is an anionic or an amphoteric surface active-compound.
  • Phosphate rocks contain calcium phosphate minerals largely in the form of apatite, usually together with other minerals, e.g. silicate minerals and carbonate minerals, such as calcite.
  • Apatite is a generic name for a group of calcium phosphate minerals also containing other elements or radicals, such as fluorapatite, chlorapatite, hydroxylapatite, carbonate-rich fluorapatite and carbonate-rich hydroxylapatite.
  • the froth characteristics include both the amount and the stability of the froth. It is important in the flotation process that the froth collapses as soon as possible after it leaves the flotation cell for the next step in the beneficiation process. A too stable froth will cause both entrainment of particles and froth product pumping problems. Entrainment, especially on a large scale, will result in decreased selectivity (grade, recovery). Problems with froth product pumping will make a process of flotation technically impossible.
  • Collector performance may be improved by using collector combinations of a primary (main) collector and a secondary collector (co-collector).
  • collector composition shall be used to describe compositions containing both a primary and a secondary collector.
  • Nonylphenol ethoxylates have been the dominating nonionic surfactant used as a co-collector in a combination with sarcosine-type primary collectors in selective flotation of apatite from calcite-containing ores.
  • US 4,789,466 discloses the flotation of apatite ores with a collector composition that contains two components, wherein one is an ethoxylated and propoxylated fatty alcohol and the other is a cationic, anionic or ampholytic surfactant, preferably a sulfosuccinamate surfactant.
  • the surfactant is the primary collector and the alkoxylated fatty alcohol the secondary collector in the apatite ore flotation process.
  • the degree of branching of the used fatty alcohol is either not disclosed or fatty alcohols are applied which are known to have a degree of branching that is 1 or less.
  • SE 409291 discloses a method for foam flotation of calcium phosphate-containing minerals, using an amphoteric surface-active compound as the primary collector.
  • the primary collector's flotating ability may further be strengthened by the presence of a secondary collector, which is described as a polar, water-insoluble, hydrophobic substance having affinity to the mineral particles that have been coated by the primary collector.
  • the polar components are e.g. water-insoluble soaps, such as calcium soaps, water-insoluble surface-active alkylene oxide adducts, organic phosphate compounds, such as tributyl phosphate, and esters of carbonic acids, such as tributyl ester of nitrilotriacetic acid.
  • nonylphenol that has been reacted with two moles of ethylene oxide was used as the secondary collector.
  • the secondary collector disclosed in SE'291 is still considered a good choice in treating ores, as it provides for an excellent mineral recovery at a P 2 O 5 grade of higher than 30%.
  • an intense search for a replacement of nonylphenol ethoxylates has been ongoing for a long time.
  • EP 0 270 933 A2 discloses mixtures as collectors for flotation of non-sulfidic ores that contain an alkyl or alkenyl polyethylene glycol ether that is end-capped with a hydrophobic group and an anionic tenside.
  • the end-capped alkyl or alkenyl polyethylene glycol ether in some embodiments is based on a fatty alcohol, preferably a C12 to C18 fatty alcohol.
  • non-end-capped fatty alcohols are used together with anionic tensides.
  • Shell "Branching and Carbon Number Type in Detergent Range Alcohols* Branching and Carbon Number Type in Detergent Range Alcohols", of 16 September 2009 discloses the branching of and carbon numbers of Neodol alcohols commercialized by the Shell Group.
  • Shell Typical distributions of NEODOLTM ethoxylate adducts" of 5 November 2009 discloses EO distributions of NEODOL ethoxylates commercialized by the Shell Group.
  • Lutensol ® TO types of 28 February 1997 discloses that the Lutensol TO range products are ethoxylated iso C13 alcohols. The degree of ethoxylation of a number of Lutensol ® TO products is also disclosed.
  • Neodol 45-7 Primary alcohol ethoxylate
  • Shell brochure: "Neodol 45-7, Primary alcohol ethoxylate" of 1 October 2005 discloses the properties of Neodol 45-7 as commercialized by the Shell Group EP0687726 discloses emulsions of a hydrophilic nonionic surfactant and a hydrophobic nonionic surfactant.
  • the compositions are said to be suitable for the bleaching of fabrics.
  • aqueous formulation with a pH of 4 the surfactants
  • Dobanol 45-7 and Lutensol TO 3 are present together with benzoyl peroxide and sodium coconut alkyl sulfate, and this formulation is employed to bleach a cotton fabric.
  • US 4,358,368 discloses a process for the froth flotation of calcium phosphate containing minerals using a collector composition that contains an amphoteric surfactant.
  • the surfactant can be combined with a second compound that is hydrophobic and that can be selected from a group of compounds and that is said to be water insoluble.
  • an emulsifier may be added.
  • Co-pending patent application PCT appl # EP 2015/071003 discloses the use of a secondary collector, suitable for use with a primary collector of the amphoteric or anionic type, for the froth flotation of non-sulfidic ores to recover oxides, carbonates, phosphates and other salt-type minerals, especially calcium phosphate-containing minerals, in which the secondary collector is a branched fatty alcohol-based compound selected from the group of fatty alcohols with 12-16 carbon atoms having a degree of branching of 1-3, and their alkoxylates with a degree of ethoxylation of up to 3.
  • a secondary collector which is used in combination with a primary collector of the amphoteric or anionic type for the froth flotation of non-sulfidic ores to recover oxides, carbonates, phosphates and other salt-type minerals, especially calcium phosphate-containing minerals
  • the secondary collector is a mixture containing at least one compound (i) selected from the group of branched fatty alcohols with 12-16 carbon atoms having a degree of branching of 1-3.5 and their alkoxylates with a degree of ethoxylation (DE) of up to 4, and at least one compound (ii) selected from the group of alkoxylates of nonionic hydrocarbon compounds, such as fatty amines, fatty alcohols, fatty (di)ethanolamides, fatty acids, triglycerides, with a degree of ethoxylation (DE) of higher than 3, leads to similar good efficiency in recovering apatite in the presence of silicate and/or carbonate minerals as when using
  • the invention relates to the use of a mixture as a secondary collector for the froth flotation of non-sulfidic ores, in combination with a primary collector selected from the group of amphoteric and anionic surface active compounds, wherein the mixture contains at least one compound (i) selected from the group of branched fatty alcohols with 12-16 carbon atoms having a degree of branching of 1-3.5 and their alkoxylates with a degree of ethoxylation of up to 4, and at least one compound (ii) selected from alkoxylates of nonionic hydrocarbon compounds with a degree of ethoxylation of more than 3, such as alkoxylates of hydrocarbon compounds of the group of fatty alcohols, fatty amines, fatty ethanolamides, fatty diethanolamides, fatty acids, triglycerides with a degree of ethoxylation of more than 3, wherein when both compounds (i) and (ii) are ethoxylated alcohols, the mixture has a bimodal degree
  • the mixture of compounds (i) and (ii) - in the embodiments wherein both compounds are ethoxylated alcohol compounds - has a bimodal DE distribution (bimodal meaning a statistical distribution with two maxima).
  • the mixture is not an inherent mixture of more than one molecule that is obtained when a single ethoxylation reaction is performed with a hydrocarbon compound and wherein always some lower and higher ethoxylated molecules are formed and wherein the DE distribution would be unimodal (i.e. have a single maximum).
  • the mixture is a mixture obtained by mixing two separately ethoxylated alcohol compounds (i) and (ii).
  • both compounds (i) and (ii) are ethoxylated, preferably the degree of ethoxylation of compound (ii) is higher than that of compound (i).
  • the invention relates to the use of the mixture of the above compounds (i) and (ii) as secondary collectors for the froth flotation of non-sulfidic ores, to recover calcium phosphate-containing minerals, such as apatite, in combination with a primary collector which is an amphoteric or anionic surfactant and to collector compositions containing such primary and secondary collectors.
  • a primary collector which is an amphoteric or anionic surfactant
  • collector compositions containing such primary and secondary collectors examples of other valuable minerals that may be recovered using this combination of primary and secondary collectors include scheelite, fluorspar, calcite and dolomite.
  • the ratio of compound (i) to compound (ii) on a weight basis is from 30:70 to 99:1, more preferably from 40:60 to 98:2, even more preferably from 50:50 to 90:10.
  • the degree of branching (DB) as used herein is meant the total number of methyl groups present on the alkyl or alkenyl chain of the alcohol or alkoxylate thereof, minus one. The mean number of methyl groups in the molecules of a sample can easily be determined by NMR spectroscopy. It should be understood that the degree of branching (DB) in the C12-C16 branched fatty alcohol that delivers the branched alkyl or alkenyl chain for compound (i) is an average degree of branching for the fatty alcohol used. Fatty alcohols are oftentimes available or applied as a mixture of several components and therefore DB does not have to be an integer. Consequently, the degree of branching for compound (i) is an average degree of branching, wherein the average degree of branching is the statistical mean of the degree of branching of the molecules of a sample.
  • the DB in compound (i) is higher than 1, even more preferably it is higher than 1.5, most preferably higher than 2. In another more preferred embodiment the DB is lower than 3.2, most preferred it is 3 or lower.
  • the molecular formula of the secondary collector compounds (i) and (ii) in a preferred embodiment is R-A (I),
  • the mixture may in addition contain further components such as a liquid.
  • a liquid is an aqueous liquid, even more preferably the liquid contains more than 95% of water.
  • compound (ii) acts as an emulsifier for compound (i).
  • the alcohols as such, as well as their alkoxylates may be used in the secondary collector mixtures.
  • the alkoxylated products according to formula (I) may be produced by procedures well-known in the art by reacting the appropriate starting alcohol, acid, amide, amine or triglyceride with ethylene oxide, or propylene oxide and ethylene oxide, in the presence of a suitable catalyst, e.g. a conventional basic catalyst, such as KOH, or a so-called narrow range catalyst (see e.g. Nonionic Surfactants: Organic Chemistry in Surfactant Science Series volume 72, 1998, pp 1-37 and 87-107, edited by Nico M. van Os; Marcel Dekker, Inc ). If both propylene oxide and ethylene oxide are used, the alkoxides may be added as blocks in either order, or may be added randomly. The products obtained from reaction with only ethylene oxide are the most preferred.
  • a suitable catalyst e.g. a conventional basic catalyst, such as KOH, or a so-called narrow range catalyst (see e.g. Nonionic Surfactants: Organic Chemistry in Surfactant Science Series volume 72,
  • Preferred compounds (i) are alcohol alkoxylates with a degree of ethoxylation of up to 3.
  • Preferred compounds (ii) are alcohol alkoxylates with a degree of ethoxylation of higher than 3, even more preferred higher than 4. In an embodiment their degree of ethoxylation is up to 30, preferably up to 20.
  • the primary collectors used in the froth flotation according to the present invention may be either amphoteric or anionic surface-active compounds. Below some examples of formulae for the primary collectors are given, but these should only be considered as suitable for the invention, and are not to be regarded as limiting.
  • the primary collector for the above-mentioned froth flotation procedure has the formula (II)
  • the primary collector has the formula (III) wherein R 2 is a hydrocarbyl group with 8-22, preferably 12-18, carbon atoms, D is -CH 2 - or -CH 2 CH 2 -, k is 0-4, preferably 0-3, and most preferably 0-2, and M is hydrogen or a cation, such as sodium or potassium.
  • the primary collector is selected from anionic surface-active compounds such as fatty acids (with a C8 to C24-acyl group), sulfonates, alkyl phosphates, alkyl sulfates and compounds of formula (IV) where R is a hydrocarbyl group having from 7-23, preferably 11-21, carbon atoms, optionally substituted; R 1 is H or CH 3 , preferably H; R 2 is H or a C1-C4 alkyl group, preferably H; R 3 is H or CH 3 , preferably CH 3 ; n is a number 1-20; p is a number 1-3, preferably 1; X is H + or a cation which is organic or inorganic, and m represents the valency of the cation and is a number 1-2, preferably 1.
  • anionic surface-active compounds such as fatty acids (with a C8 to C24-acyl group), sulfonates, alkyl phosphates, alkyl sul
  • the cation is preferably selected from the group consisting of an alkali metal cation, an alkaline earth metal cation, ammonium, and a substituted ammonium group having one or more C 1 to C 3 alkyl and/or hydroxyalkyl groups.
  • mixtures of the above compounds as a primary collector.
  • the invention relates to a method for froth flotation of non-sulfidic ores, especially phosphate ores, to recover apatite minerals, in which method the collector mixture described above is used.
  • Such froth flotation method for phosphate ores may typically comprise the steps of:
  • the weight ratio between the primary collector and the secondary collector in both the collector compositions and the flotation processes is preferably from 15:85, more preferably 20:80, most preferably 25:75 to 99:1, preferably 98:2, most preferably 97:3. All weight ratios herein refer to the ratio of active materials, unless stated otherwise.
  • the amount of collector composition added to the ore will in general be in the range of from 10 to 1000 g/ton dry ore, preferably in the range of from 20 to 500, more preferably from 100 to 400 g/ton dry ore.
  • flotation aids that may be present in the flotation process are depressants, such as a polysaccharide, alkalized starch or dextrin, extender oils, frothers/froth regulators, such as pine oil, MIBC (methylisobutyl carbinol) and alcohols such as hexanol and alcohol ethoxylates/propoxylates, inorganic dispersants, such as silicate of sodium (water glass) and soda ash, and pH-regulators.
  • depressants such as a polysaccharide, alkalized starch or dextrin
  • extender oils frothers/froth regulators
  • frothers/froth regulators such as pine oil, MIBC (methylisobutyl carbinol) and alcohols such as hexanol and alcohol ethoxylates/propoxylates
  • inorganic dispersants such as silicate of sodium (water glass) and soda ash
  • pH-regulators such as sodium (water glass) and soda
  • the pH during the flotation process will preferably be in the range of 8-11.
  • 500 g of the ore were placed in a 1.4L Denver flotation cell, 500 ml of process water (25mg/l Ca 2+ , 40mg/l Mg 2+ ) were added and the mixing was started. Then 5 minutes conditioning with 1000g/t of a 1%(w/w) aqueous starch solution was performed, the collector (600g/t (or a mixture of primary acylglycide collector and secondary collectors)) was added to the flotation cell as a 1% aqueous solution and conditioning was continued for 2.5 minutes. After the conditioning steps tap water was added so that a total volume of 1.4L was obtained, the pH of the flotation mixture was adjusted to 9.5 with a 10% NaOH aqueous solution and the flotation was started. The experiment was performed at RT (20 ⁇ 1°C).
  • the flotation results can be improved only if use is made of the mixture of two nonionic surfactants as a secondary collector .
  • Figure 1 the distribution of the degree of ethoxylation for the formulation according to the invention and the comparison 2 formulation are graphically represented. The results clearly show that the double peak distribution plays a crucial role in the flotation.
  • the mixture of two ethoxylated alcohols with a degree of ethoxylation equal to 1.5 and 8.5, respectively provides much better recovery than the single ethoxylated alcohol with a degree of ethoxylation equal to 5.
  • the emulsion formation and stability were tested by preparing aqueous 5 w% solutions as follows: five (5) g of the surfactant or surfactant mixture were added to 150 ml beaker, diluted with 95 g of water and vigorously mixed. After 5 min the mixing was stopped. Visual observation of the prepared solutions was done after 1, 2, 3, 4, 5, 10 and 60 min.

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  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Detergent Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
EP17711222.4A 2016-03-22 2017-03-20 Use of emulsifier in collector composition Active EP3433021B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP16161733 2016-03-22
PCT/EP2017/056516 WO2017162563A2 (en) 2016-03-22 2017-03-20 Use of emulsifier in collector composition

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Publication Number Publication Date
EP3433021A2 EP3433021A2 (en) 2019-01-30
EP3433021B1 true EP3433021B1 (en) 2022-06-15

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EP17711222.4A Active EP3433021B1 (en) 2016-03-22 2017-03-20 Use of emulsifier in collector composition

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EP (1) EP3433021B1 (ru)
BR (1) BR112018015843B1 (ru)
CA (1) CA3016794C (ru)
RU (2) RU2702044C2 (ru)
WO (1) WO2017162563A2 (ru)
ZA (1) ZA201804773B (ru)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2959949C (en) 2014-09-18 2023-02-14 Akzo Nobel Chemicals International B.V. Use of branched alcohols and alkoxylates thereof as secondary collectors
CA3108385A1 (en) 2018-08-30 2020-03-05 Basf Se Beneficiation of phosphate from phosphate containing ores
WO2020083793A1 (en) 2018-10-23 2020-04-30 Basf Se Collector composition and flotation process for beneficiation of phosphate
US20230066944A1 (en) 2020-01-09 2023-03-02 Basf Se Method For Flotation Of A Phosphate-Containing Ore
EP4342587A1 (en) 2022-09-22 2024-03-27 ArrMaz Products Inc. Collector composition for beneficiating carbonaceous phosphate ores

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE409291B (sv) 1978-03-03 1979-08-13 Berol Kemi Ab Forfarande for skumflotation av fosfathaltigt mineral
SU1309904A3 (ru) * 1981-05-13 1987-05-07 Берол Кеми Аб (Фирма) Способ пенной флотации апатит-карбонатной руды
SE452120B (sv) 1984-04-04 1987-11-16 Berol Kemi Ab Forfarande for skumflotation samt flotationsmedel herfor
DE3517154A1 (de) 1985-05-11 1986-11-13 Henkel KGaA, 4000 Düsseldorf Verwendung von tensidgemischen als hilfsmittel fuer die flotation von nichtsulfidischen erzen
DE3641447A1 (de) 1986-12-04 1988-06-09 Henkel Kgaa Tensidmischungen als sammler fuer die flotation nichtsulfidischer erze
DE3641870A1 (de) 1986-12-08 1988-06-16 Henkel Kgaa Alkylsulfosuccinate auf der basis von propoxylierten sowie propoxylierten und ethoxylierten fettalkoholen als sammler fuer die flotation nichtsulfidischer erze
DK0687726T3 (da) * 1994-06-17 2000-07-03 Procter & Gamble Blegesammensætninger
CA2258786A1 (en) * 1996-06-20 1997-12-24 Peter M. Robinson Deinking process
AU3238600A (en) * 1999-02-22 2000-09-14 Cognis Corporation Low viscosity high active blends of alkyl polyglycosides and alcohol ethoxylates
SE0302986D0 (sv) * 2003-11-13 2003-11-13 Akzo Nobel Nv Use of a derivative of aspartic acid as a collector in froth flotation processes
US7393462B2 (en) * 2004-05-13 2008-07-01 Cytec Technology Corp. Process and reagent for separating finely divided titaniferrous impurities from Kaolin
CA2822521C (en) * 2010-12-28 2018-06-12 Akzo Nobel Chemicals International B.V. Amine-containing formulations for reverse froth flotation of silicates from iron ore
EP2650352A1 (de) * 2012-04-11 2013-10-16 Basf Se Reinigungszusammensetzung für harte Oberflächen
MA38716B1 (fr) 2013-07-05 2018-12-31 Akzo Nobel Chemicals Int Bv Synthèse de nouveaux tensio-actifs anioniques et leur utilisation comme collecteurs dans une flottation par moussage de minerais non sulfurés

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BR112018015843B1 (pt) 2022-06-07
ZA201804773B (en) 2019-05-29
RU2019107595A (ru) 2019-03-28
EP3433021A2 (en) 2019-01-30
WO2017162563A2 (en) 2017-09-28
RU2702044C2 (ru) 2019-10-03
CA3016794A1 (en) 2017-09-28
WO2017162563A3 (en) 2017-12-07
BR112018015843A2 (pt) 2018-12-26
RU2019107595A3 (ru) 2019-08-01
CA3016794C (en) 2023-11-07
RU2687665C1 (ru) 2019-05-15

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