WO2010060477A1 - Mixture of collectors for flotation of clay minerals from potash ores - Google Patents
Mixture of collectors for flotation of clay minerals from potash ores Download PDFInfo
- Publication number
- WO2010060477A1 WO2010060477A1 PCT/EP2008/066248 EP2008066248W WO2010060477A1 WO 2010060477 A1 WO2010060477 A1 WO 2010060477A1 EP 2008066248 W EP2008066248 W EP 2008066248W WO 2010060477 A1 WO2010060477 A1 WO 2010060477A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- group
- flotation
- carbon atoms
- formula
- collector
- Prior art date
Links
- 238000005188 flotation Methods 0.000 title claims abstract description 23
- 239000000203 mixture Substances 0.000 title claims abstract description 22
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 title claims abstract description 20
- 229940072033 potash Drugs 0.000 title claims abstract description 20
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 title claims abstract description 20
- 235000015320 potassium carbonate Nutrition 0.000 title claims abstract description 20
- 239000002734 clay mineral Substances 0.000 title description 3
- 238000000034 method Methods 0.000 claims abstract description 28
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 20
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract description 18
- 150000001412 amines Chemical class 0.000 claims abstract description 11
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 6
- -1 ethyleneoxy unit Chemical group 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims description 21
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims description 13
- 239000001103 potassium chloride Substances 0.000 claims description 11
- 235000011164 potassium chloride Nutrition 0.000 claims description 11
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 239000000047 product Substances 0.000 description 15
- 238000011084 recovery Methods 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000004927 clay Substances 0.000 description 6
- 238000009291 froth flotation Methods 0.000 description 4
- 239000003760 tallow Substances 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 235000010755 mineral Nutrition 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 229920002401 polyacrylamide Polymers 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000010419 fine particle Substances 0.000 description 2
- 238000005189 flocculation Methods 0.000 description 2
- 230000016615 flocculation Effects 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 150000003141 primary amines Chemical class 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 1
- 229910052925 anhydrite Inorganic materials 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- WZISDKTXHMETKG-UHFFFAOYSA-H dimagnesium;dipotassium;trisulfate Chemical compound [Mg+2].[Mg+2].[K+].[K+].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O WZISDKTXHMETKG-UHFFFAOYSA-H 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000008394 flocculating agent Substances 0.000 description 1
- 230000003311 flocculating effect Effects 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 239000010442 halite Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
- 235000013980 iron oxide Nutrition 0.000 description 1
- VBMVTYDPPZVILR-UHFFFAOYSA-N iron(2+);oxygen(2-) Chemical class [O-2].[Fe+2] VBMVTYDPPZVILR-UHFFFAOYSA-N 0.000 description 1
- BMQVDVJKPMGHDO-UHFFFAOYSA-K magnesium;potassium;chloride;sulfate;trihydrate Chemical compound O.O.O.[Mg+2].[Cl-].[K+].[O-]S([O-])(=O)=O BMQVDVJKPMGHDO-UHFFFAOYSA-K 0.000 description 1
- PALNZFJYSCMLBK-UHFFFAOYSA-K magnesium;potassium;trichloride;hexahydrate Chemical compound O.O.O.O.O.O.[Mg+2].[Cl-].[Cl-].[Cl-].[K+] PALNZFJYSCMLBK-UHFFFAOYSA-K 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000010297 mechanical methods and process Methods 0.000 description 1
- 229920000333 poly(propyleneimine) Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 150000003139 primary aliphatic amines Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000005619 secondary aliphatic amines Chemical class 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Natural products NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- B03D1/0043—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
- 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
- B03D2203/10—Potassium ores
Definitions
- the present invention relates to a process to remove clay slimes from potash ores by flotation of at least part of said slimes, using a mixture of specific ethoxylated secondary fatty amines and fatty polypropylene amines as collectors.
- Potash ore froth flotation is a conventional process for recovering sylvite (KCI) from ore pulps.
- KCI sylvite
- Examples of potash ores are sylvinite, carnallite, langbeinite, and kainite, and of these sylvinite is easiest to process.
- gangue minerals in addition to halite are different types of water- insoluble fine-grained minerals, such as clay minerals, anhydrite, iron oxides, etc., often called slime.
- the siliceous gangue (clay) consists of very fine particles and represents a large surface area, which adversely affects the recovery of sylvite (KCI) in the potash ore froth flotation process.
- KCI sylvite
- the collector used during the potash flotation typically adsorbs to the clay, which results in high collector consumption and poor metallurgical results.
- the clay also interferes with other sylvite beneficiation processes such as dissolution procedures.
- collectors disclosed in the literature are oxyethylated primary amines (US 3,805,951 and RU 2278739), mixtures of non-ionic and anionic collectors (US 4,192,737), oxyethylated fatty acids (SU1304893), and oxyethylated alkyl phenol (RU2237521 ).
- US 3 805 951 describes a process for desliming sylvinite ores by selective flocculation, followed by froth flotation of the slime.
- the process includes treatment of the ore pulp with a high molecular weight acrylamide polymer to flocculate the slime and then with a cationic collector that is for example a condensation product of 1 to 10 moles of ethylene oxide with one mole of a C12-C18 primary or secondary aliphatic amine.
- RU 2278739 describes a method for enrichment of potassium ores which comprises disintegrating the ore, removing water-insoluble clay-carbonate impurities by formation of a flotation slurry, followed by flotation of potassium chloride.
- the compounds used for flotation slurry formation are oxyethylated primary amines with 15-50 ethoxy groups per mole of amine.
- R1 and R2 are, independently, a hydrocarbyl group having 1 -22 C- atoms, and n is on average above 15, preferably above 20, and less than 100, preferably less than 80, more preferably less than 60, even more preferably less than 50, still more preferably less than 40, and most preferably less than 35; and N ⁇ N ⁇ (II) X Y 1 wherein R3 is a hydrocarbyl group having 8-22, preferably 12-22, and most preferably 16-22 carbon atoms; z is a number 1 -3, preferably 1-2, and most preferably 1 ; X, Y and Y' are, independently, an alkyl group with 1 -4 carbon atoms, preferably methyl, or the group -(EO) S H, wherein EO is an ethyleneoxy unit and s is on average 5-50, preferably 7-50, more preferably 9-45, even more preferably 9-40, and most preferably 11-35, and the sum of all s is on average 15 or more,
- the invention in one embodiment pertains to such mixtures and in another embodiment pertains to a method for flotating slimes from potash ores by using such a mixture of ethoxylated fatty amines as collector.
- R1 and R2 of the compounds according to formula (I) are, independently, a hydrocarbyl group having 8-22 carbon atoms and n has the value stated above, and wherein R3, X, Y, Y', EO, z, s, and the sum of all s of the compounds according to formula (II) are as defined above, are present in a mixture where the molar ratio between I and Il is from 1 :5 to 5:1.
- Another embodiment relates to mixtures, and to the use of such mixtures as collector for flotating slimes from potash ores, of compounds of formula (I), wherein R1 is a hydrocarbyl group having 8-22 carbon atoms, R2 is a hydrocarbyl group having 1-4, preferably 1 -2, carbon atoms, or a benzyl group, and n has the value stated above, and compounds of formula (II), as defined above, and where the molar ratio between I and Il is 1 :5 to 5:1.
- Still another embodiment relates to mixtures, and the use of such mixtures as collector for flotating slimes from potash ores, of compounds according to formula (I), wherein R1 and R2 are, independently, a hydrocarbyl group having 8-22 carbon atoms and n has the value stated above, and compounds according to formula (II), wherein X, Y, and Y' are the group -(EO) S H, and wherein R3, EO, z, s, and the sum of all s are as defined above, are present in a mixture and where the molar ratio between I and Il is 1 :5 to 5:1.
- One further embodiment relates to mixtures, and the use of such mixtures as collector for flotating slimes from potash ores, of compounds of formula (I), wherein R1 is a hydrocarbyl group having 8-22 carbon atoms, R2 is a hydrocarbyl group having 1-4, preferably 1 -2, carbon atoms, or a benzyl group, and n has the value stated above, and compounds according to formula (II), wherein X, Y, and Y' are the group -(EO) S H, and wherein R3, EO, s, and the sum of all s are as defined above, and where the molar ratio between I and Il is 1 :5 to 5:1.
- slime water insolubles
- sylvite recovery is increased when a process of the invention is compared with a process wherein just one collector of formula (I) or (II) is used.
- the resulting sylvite-containing bottom product will normally be further purified by a second flotation step, wherein the sylvite is floated.
- the present invention also relates to the process where a first treatment in accordance with the invention is followed by a further step which comprises a flotation of sylvite using another collector.
- This other collector is suitably, but not limited to, a fatty amine.
- the potash ore is crushed to a desirable flotation size and scrubbed in water that is saturated with dissolved potash ore from the actual ore deposit.
- the pulp is then charged to a flotation machine and diluted to an appropriate concentration.
- the machine is started and the required amount of a flocculating polymer is added as a 0.1 to 0.5% water solution; 10 g/t polyacrylamide is used in the examples.
- the collector diluted in water is then added and the pulp is conditioned for a while. The collector is tested at different dosage levels. The air is turned on and the resulting froth containing the slimes (water insolubles) is skimmed off as tailing.
- the cell product also known as bottom product, contains the concentrated potash ore ready to be processed further.
- the material balance i.e recovery of W.I. and KCI, is calculated for the evaluation of results.
- the content of W.I. and KCI in the flotation feed (the ore sample that was flotated) is calculated as the sum of the found content of both the slime product and the cell product for each test. This differs to some extent when compared with the overall analysis, which can be explained as small variations in the ore sample and variations between the analyses.
- the results of the tests are presented in the following tables.
- the content and recovery of KCI should be low and the W.I. content and recovery should be high. If this condition is met, it means that the flotation is efficient and selective, and the losses of the valuable mineral KCI are low.
- the cell product should contain a low grade of W.I.
- the selectivity index (Recovery KCI/Recovery W.I.) is calculated to illustrate the selectivity, and this value should be low. All percentages presented are percentages by weight.
- slime is flotated from a potash ore comprising on average 36.3% by weight (%w/w) of KCI and on average 3.5 %w/w of water insolubles (W.I.) (see Table 1 B) using secondary hydrogenated di(tallow alkyl) amine that has been ethoxylated with 30 moles of EO as slime collector, as compared to flotation using primary hydrogenated mono(tallow alkyl) amine that has been ethoxylated with 30 moles of EO.
- Polyacrylic amide is present as flocculant in an amount of 10 g/1 ,000 kg. The content of KCI and W.I. in the slime product and in the cell product was determined.
Landscapes
- Separation Of Suspended Particles By Flocculating Agents (AREA)
- Treatment Of Sludge (AREA)
Abstract
Description
Claims
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BRPI0822943-0A BRPI0822943A2 (en) | 2008-11-26 | 2008-11-26 | "Flotation method in which sludge is removed from potash ores and a collector that is a mixture of ethoxylated fatty amines and compound mixtures is used" |
EP20080875378 EP2358476A1 (en) | 2008-11-26 | 2008-11-26 | Mixture of collectors for flotation of clay minerals from potash ores |
US13/131,314 US8393473B2 (en) | 2008-11-26 | 2008-11-26 | Mixture of collectors for flotation of clay minerals from potash ores |
PCT/EP2008/066248 WO2010060477A1 (en) | 2008-11-26 | 2008-11-26 | Mixture of collectors for flotation of clay minerals from potash ores |
CA 2744279 CA2744279A1 (en) | 2008-11-26 | 2008-11-26 | Mixture of collectors for flotation of clay minerals from potash ores |
EA201170692A EA018960B1 (en) | 2008-11-26 | 2008-11-26 | Mixture of collectors for flotation of clay minerals from potash ores |
IL212757A IL212757A0 (en) | 2008-11-26 | 2011-05-08 | Mixture of collectors for flotation of clay mineerals from potash ores |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/EP2008/066248 WO2010060477A1 (en) | 2008-11-26 | 2008-11-26 | Mixture of collectors for flotation of clay minerals from potash ores |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2010060477A1 true WO2010060477A1 (en) | 2010-06-03 |
Family
ID=40957667
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2008/066248 WO2010060477A1 (en) | 2008-11-26 | 2008-11-26 | Mixture of collectors for flotation of clay minerals from potash ores |
Country Status (7)
Country | Link |
---|---|
US (1) | US8393473B2 (en) |
EP (1) | EP2358476A1 (en) |
BR (1) | BRPI0822943A2 (en) |
CA (1) | CA2744279A1 (en) |
EA (1) | EA018960B1 (en) |
IL (1) | IL212757A0 (en) |
WO (1) | WO2010060477A1 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2017075003A1 (en) * | 2015-10-27 | 2017-05-04 | Daly Thomas P | Amine mining collectors |
US10047044B2 (en) | 2015-01-26 | 2018-08-14 | Thomas P. Daly | Amine Mining Collectors |
US10442754B2 (en) | 2016-01-25 | 2019-10-15 | Thomas P. Daly | Mining collectors |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103909021B (en) * | 2014-04-04 | 2017-03-01 | 青岛科技大学 | A kind of coal separation microemulsified composite floating chemical and preparation method |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB953550A (en) * | 1959-08-11 | 1964-03-25 | Prod Chim D Auby Soc D | Materials for the treatment of solid particles, and their use |
US3154489A (en) * | 1960-07-18 | 1964-10-27 | Armour & Co | Surface active compositions |
US3428683A (en) * | 1965-10-22 | 1969-02-18 | Cargill Inc | Stabilized polyoxyethylene adducts of alkylamines and method for the manufacture thereof |
US3805951A (en) * | 1972-04-07 | 1974-04-23 | American Cyanamid Co | Selective flocculation and flotation of slimes from sylvinite ores |
GB2125058A (en) * | 1982-08-10 | 1984-02-29 | Economics Lab | Alkylamine polyether surface active agents |
WO2008152029A1 (en) * | 2007-06-12 | 2008-12-18 | Akzo Nobel N.V. | Collector for flotation of clay minerals from potash ores |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4192737A (en) * | 1978-09-15 | 1980-03-11 | The United States Of America As Represented By The Secretary Of The Interior | Froth flotation of insoluble slimes from sylvinite ores |
US4198288A (en) * | 1979-03-22 | 1980-04-15 | Celanese Polymer Specialties Company | Desliming of potash ores |
CA1211235A (en) * | 1983-11-22 | 1986-09-09 | Richard R. Tamosiunis | Process for the flotation of insol from potash ore |
SU1304893A1 (en) | 1985-11-14 | 1987-04-23 | Институт общей и неорганической химии АН БССР | Method of flotation of clayey-carbonate slurries from potassium-bearing ores |
RU2237521C1 (en) | 2003-05-23 | 2004-10-10 | Открытое акционерное общество "Нижнекамскнефтехим" | Method of floatation concentration of potassium ores |
-
2008
- 2008-11-26 EA EA201170692A patent/EA018960B1/en not_active IP Right Cessation
- 2008-11-26 EP EP20080875378 patent/EP2358476A1/en not_active Withdrawn
- 2008-11-26 CA CA 2744279 patent/CA2744279A1/en not_active Abandoned
- 2008-11-26 WO PCT/EP2008/066248 patent/WO2010060477A1/en active Application Filing
- 2008-11-26 US US13/131,314 patent/US8393473B2/en not_active Expired - Fee Related
- 2008-11-26 BR BRPI0822943-0A patent/BRPI0822943A2/en not_active IP Right Cessation
-
2011
- 2011-05-08 IL IL212757A patent/IL212757A0/en unknown
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB953550A (en) * | 1959-08-11 | 1964-03-25 | Prod Chim D Auby Soc D | Materials for the treatment of solid particles, and their use |
US3154489A (en) * | 1960-07-18 | 1964-10-27 | Armour & Co | Surface active compositions |
US3428683A (en) * | 1965-10-22 | 1969-02-18 | Cargill Inc | Stabilized polyoxyethylene adducts of alkylamines and method for the manufacture thereof |
US3805951A (en) * | 1972-04-07 | 1974-04-23 | American Cyanamid Co | Selective flocculation and flotation of slimes from sylvinite ores |
GB2125058A (en) * | 1982-08-10 | 1984-02-29 | Economics Lab | Alkylamine polyether surface active agents |
WO2008152029A1 (en) * | 2007-06-12 | 2008-12-18 | Akzo Nobel N.V. | Collector for flotation of clay minerals from potash ores |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10047044B2 (en) | 2015-01-26 | 2018-08-14 | Thomas P. Daly | Amine Mining Collectors |
WO2017075003A1 (en) * | 2015-10-27 | 2017-05-04 | Daly Thomas P | Amine mining collectors |
CN108349854A (en) * | 2015-10-27 | 2018-07-31 | T·P·戴利 | amine beneficiation collecting agent |
AU2016344360B2 (en) * | 2015-10-27 | 2021-05-27 | Thomas P. Daly | Amine mining collectors |
AU2021221877B2 (en) * | 2015-10-27 | 2023-09-07 | Thomas Daly | Amine Mining Collectors |
US10442754B2 (en) | 2016-01-25 | 2019-10-15 | Thomas P. Daly | Mining collectors |
US11046639B2 (en) | 2016-01-25 | 2021-06-29 | Thomas P. Daly | Mining collectors |
Also Published As
Publication number | Publication date |
---|---|
EP2358476A1 (en) | 2011-08-24 |
US20110226674A1 (en) | 2011-09-22 |
US8393473B2 (en) | 2013-03-12 |
CA2744279A1 (en) | 2010-06-03 |
EA201170692A1 (en) | 2012-01-30 |
IL212757A0 (en) | 2011-07-31 |
EA018960B1 (en) | 2013-12-30 |
BRPI0822943A2 (en) | 2015-06-23 |
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