US2803345A - Froth flotation process - Google Patents

Froth flotation process Download PDF

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US2803345A
US2803345A US376987A US37698753A US2803345A US 2803345 A US2803345 A US 2803345A US 376987 A US376987 A US 376987A US 37698753 A US37698753 A US 37698753A US 2803345 A US2803345 A US 2803345A
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flotation
diol
minerals
concentration
agents
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US376987A
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Jacobs David Ian Hutchinson
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Distillers Co Yeast Ltd
Distillers Co Ltd
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    • BPERFORMING OPERATIONS; TRANSPORTING
    • B03SEPARATION 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
    • B03DFLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D1/00Flotation
    • B03D1/001Flotation agents
    • B03D1/004Organic compounds
    • B03D1/008Organic compounds containing oxygen
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B03SEPARATION 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
    • B03DFLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D2203/00Specified materials treated by the flotation agents; Specified applications
    • B03D2203/02Ores
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B03SEPARATION 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
    • B03DFLOTATION; DIFFERENTIAL SEDIMENTATION
    • B03D2203/00Specified materials treated by the flotation agents; Specified applications
    • B03D2203/02Ores
    • B03D2203/025Precious metal ores
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S209/00Classifying, separating, and assorting solids
    • Y10S209/901Froth flotation; copper

Definitions

  • the object of the invention is to provide a process R .COO.R.OOC.R
  • R is a saturated hydrocarbon or oxa-alkane chain which may bear alkyl, alkoxy or alkoxyalkyl substituents, and wherein R and R are alkyl or alkoxyalkyl groups, either the same or different.
  • the carboxylic acid forming the ester groups is either a fatty acid or an alkoxy substituted fatty acid.
  • examples of such acids are acetic, propionic, n-butyric, isobutyric, pentanoic, decanoic, stearic, 3-methoxypropionic, 3- ethoxy-2 methoxybutyric and 5 isopropoxypentanoic acids.
  • diols forming the diester are ethylene glycol, lr2-propylene glycol, 1:3-propylene glycol, butane-2:3-diol, butane-l :3-diol, pentane-l :S-diol, octanellzS-diol, octancAfi-diol, Z-methoxymethyl-2:4-dimethylpentane-lzS-diol, diethylene glycol, trirnethylene glycol and triethylene glycol.
  • the chain lengths of the acid and diol should not be excessive.
  • the diol residue should be fairly short or should contain sufficient ether groups, whereas if the acid residue is short, Ca and C10 diols, or even higher diols if ether groups are present, may be used.
  • Examples of compounds which may be used in the process of the present invention are butane-1:3-diol diisobutyrate, pentane-lzS-diol diacetate, heptane-l:7-diol diacetate, 2-methoxymethyl-2 4-dimethylpentane-1 :5 -diol diacetate, Z-methoxymethyl-Z 4-dimethylpentane-l :5 -diol di 3-methoxypropionate ,diethylene glycol diisobntyrate, triethylene glycol diisobutyrate.
  • the compounds employed according to the present invention as frothing agents may be used either in pure form, or in impure form, as for example admixed with the byproducts coproduced with them, or alternatively, admixed with compounds having frothing properties, for example the tetra-alkoxy derivatives of paraflins such as 121:2:2 tetra-ethoxy-ethane, 1:l:2:2 tetranormal-propoxy-ethane, l 1 :2 2-tetrabutoxyethane, 1 2 l :3 :3-tetranorrnal-propoxypropane, 1: l 24:4-tetramethoxy-butane and 1 1 :5 S-tetraethoxypentane.
  • paraflins such as 121:2:2 tetra-ethoxy-ethane, 1:l:2:2 tetranormal-propoxy-ethane, l 1 :2 2-t
  • froth flotation agents according to the present invention is that satisfactory frothing is obtained with the aid of a very much smaller proportion thereof than as compared with previously Lil used froth flotation agents, such as steam distilled pine oil.
  • the froth flotation agents according to the present invention are capable of producing a froth that is not noticeably brittle or weeping and which obviates the need for the addition of froth-stiffening substances.
  • the present invention for the treatment of minerals by froth flotation is of particular application in the treatment of sulphidic ores such as copper-containing sulphidie ores, but is also applicable to the treatment of other ores such as lead, zinc, iron, molybdenum, nickel and gold sulphide and non-sulphide ores and also to mineral ores such as coal ores.
  • the froth flotation process may be carried out as used or described in the art, the frothing agents herein disclosed being suitable for use with or without collecting agents, modifying agents, activating agents and other froth flotation reagents, and otherwise applicable to the processes generally employed.
  • the conditions most suitable for operation that is the amount of the frothing agent. the particle size of the ore, the temperature, the pH of the mixture, the proportion of ore in the pulp, the addition of other agents and adjuncts for the process, are readily determinable by one skilled in the art. I have found the use of amounts of the froth flotation agents of my invention in the range 0.000l% to 0.05%, and preferably about 0.0005 to 0.002% by weight based on the weight of the mineral satisfactory.
  • Example 1 500 parts of a siliceous copper ore containing chalcocite, chalcopyrite and bornite is ground with 200 parts of water in a rod mill to minus mesh particle size. The pulp is transferred to a Fagergren flotation machine and 0.005 part of potassium ethyl xanthate is added thereto. The pulp is diluted with 3000 parts of water, 0.0031 part of diethylene glycol diisobutyrate is added as frothing agent, and the mixture is then conditioned without aeration for 2 minutes. The pH of the pulp is about 7.2. Aeration is then applied and froth is removed for 8 minutes. The froth obtained is not brittle or weeping and no stiffener is added thereto.
  • Butane-1:3-diol diisobutyrate was also tested and was found to be as good as any of the above diesters.
  • a method of efiecting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp, in the capacity of a frothing agent, an aliphatic mono-carboxylic acid diester of diethylene glycol of the formula:
  • R and R' are selected from the group consisting of alkyl groups and alkoxyalkyl groups containing from one to nineteen carbon atoms.
  • a method of effecting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp, in the capacity of a frothing agent, an aliphatic mono-carboxylic acid diester of heptane-1,7-diol of the formula:
  • R and R are selected from the group consisting of alkyl groups and alkoxyalkyl groups containing from one to nineteen carbon atoms.
  • a method of effecting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp, in the capacity of a frothing agent, an aliphatic mono-carboxylic acid diester of Z-methoxymethyl- 2,4-dimethylpentane-1,5-diol of the formula:
  • R and R are selected from the group consisting of alkyl groups and alkoxyalkyl groups containing from one to nineteen carbon atoms.
  • a method of effecting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp, in the capacity of a frothing agent, an acetic acid diester of an aliphatic die] of the formula:
  • R is selected from the group consisting of a polymethylene chain, an alkyl substituted polymethylene chain, an alkoxyalkyl substituted polymethylene chain ill and an oxa-alkane chain containing from two to ten carbon atoms.
  • a method of effecting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp, in the capacity of a frothing agent, an isobutyric acid diester of an aliphatic diol of the formula:
  • R is selected from the group consisting of a polymethylenc chain, an alkyl substituted polymethylene chain, an :Jkoxyalkyl substituted polymcthylenc chain and an oxa-alkane containing from two to ten carbon atoms.
  • a method of eilccting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp in the capacity of a frothing agent, diethylene glycol diisobutyratc.
  • a method of effecting the concentration of minerals by flotation which comprises the. step of adding to the mineral pulp, in the capacity of a frothing agent, heptane-l,7-diol diacetate.
  • a method of efiecting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp, in the capacity of a frothing agent, 2- methoxymethyl-2,4-dimethylpentane-l,S-diol diacetate.
  • a method of effecting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp, in the capacity of a frothing agent, 2- rnethoxymethyl-Z,4-dimethylpentane-1,5-diol di-(3-methoxypropionate).
  • a method of effecting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp, in the capacity of a frothing agent, butanel,3-diol diisobutyrate.
  • Method of effecting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp, in the capacity of a frothing agent, a diester of the formula wherein R contains from two to ten carbon atoms and is selected from the group consisting of a polymethylene chain, an alkyl substituted polymethylene chain, an alkoxy alkyl substituted polymethylene chain and an oxaalkane chain, and wherein R and R are each selected from the group consisting of an alkyl group and an alkoxy alkyl group containing from one to nineteen carbon atoms, said ester containing a relatively small number of carbon atoms in the R group where this consists mainly of carbon and hydrogen and where the R and R groups each contain from ten to nineteen carbon atoms.

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Manufacture And Refinement Of Metals (AREA)

Description

2,803,345 l atented Aug. 20, 1957 FROTH FLOTATION PROCESS David Ian Hutchinson Jacobs, Upper Pine, Woodmansterne, England, assignor to The Distillers Company Limited, Edinburgh, Scotland, a British company No Drawing. Application August 27, 1953, Serial No. 376,987
Claims priority, application Great Britain September 24, 1952 11 Claims. (Cl. 209-166) Froth flotation processes for the concentration and purification of many minerals such as metallic and nonmetallic ores and coal are well known. In such processes water containing frothing agents is added to the minerals and separation is effected by selective flotation.
The object of the invention is to provide a process R .COO.R.OOC.R
wherein R is a saturated hydrocarbon or oxa-alkane chain which may bear alkyl, alkoxy or alkoxyalkyl substituents, and wherein R and R are alkyl or alkoxyalkyl groups, either the same or different.
The carboxylic acid forming the ester groups is either a fatty acid or an alkoxy substituted fatty acid. Examples of such acids are acetic, propionic, n-butyric, isobutyric, pentanoic, decanoic, stearic, 3-methoxypropionic, 3- ethoxy-2 methoxybutyric and 5 isopropoxypentanoic acids. Examples of diols forming the diester are ethylene glycol, lr2-propylene glycol, 1:3-propylene glycol, butane-2:3-diol, butane-l :3-diol, pentane-l :S-diol, octanellzS-diol, octancAfi-diol, Z-methoxymethyl-2:4-dimethylpentane-lzS-diol, diethylene glycol, trirnethylene glycol and triethylene glycol. In order to confer suflicient wa ter-solubility on the diester, the chain lengths of the acid and diol should not be excessive. For instance if the acid residue is derived from a C to Czu acid, the diol residue should be fairly short or should contain sufficient ether groups, whereas if the acid residue is short, Ca and C10 diols, or even higher diols if ether groups are present, may be used.
Examples of compounds which may be used in the process of the present invention are butane-1:3-diol diisobutyrate, pentane-lzS-diol diacetate, heptane-l:7-diol diacetate, 2-methoxymethyl-2 4-dimethylpentane-1 :5 -diol diacetate, Z-methoxymethyl-Z 4-dimethylpentane-l :5 -diol di 3-methoxypropionate ,diethylene glycol diisobntyrate, triethylene glycol diisobutyrate.
The compounds employed according to the present invention as frothing agents may be used either in pure form, or in impure form, as for example admixed with the byproducts coproduced with them, or alternatively, admixed with compounds having frothing properties, for example the tetra-alkoxy derivatives of paraflins such as 121:2:2 tetra-ethoxy-ethane, 1:l:2:2 tetranormal-propoxy-ethane, l 1 :2 2-tetrabutoxyethane, 1 2 l :3 :3-tetranorrnal-propoxypropane, 1: l 24:4-tetramethoxy-butane and 1 1 :5 S-tetraethoxypentane.
One noteworthy advantage of the froth flotation agents according to the present invention is that satisfactory frothing is obtained with the aid of a very much smaller proportion thereof than as compared with previously Lil used froth flotation agents, such as steam distilled pine oil.
The froth flotation agents according to the present invention are capable of producing a froth that is not noticeably brittle or weeping and which obviates the need for the addition of froth-stiffening substances.
The present invention for the treatment of minerals by froth flotation is of particular application in the treatment of sulphidic ores such as copper-containing sulphidie ores, but is also applicable to the treatment of other ores such as lead, zinc, iron, molybdenum, nickel and gold sulphide and non-sulphide ores and also to mineral ores such as coal ores.
The froth flotation process may be carried out as used or described in the art, the frothing agents herein disclosed being suitable for use with or without collecting agents, modifying agents, activating agents and other froth flotation reagents, and otherwise applicable to the processes generally employed. The conditions most suitable for operation, that is the amount of the frothing agent. the particle size of the ore, the temperature, the pH of the mixture, the proportion of ore in the pulp, the addition of other agents and adjuncts for the process, are readily determinable by one skilled in the art. I have found the use of amounts of the froth flotation agents of my invention in the range 0.000l% to 0.05%, and preferably about 0.0005 to 0.002% by weight based on the weight of the mineral satisfactory.
In the flotation of sulphidic and oxidised metallic ores, compounds such as the xauthates, such as ethyl xanthate, dithiophosphates, phosphocresylic acids and diphenyl thiourea, are frequently used as collecting agents, while in the flotation of non-metallic ores, fatty acids and fatty acid soaps are normally used as collecting agents.
The following examples are given to illustrate the process of the present invention. The parts and percentages are by weight.
Example 1 500 parts of a siliceous copper ore containing chalcocite, chalcopyrite and bornite is ground with 200 parts of water in a rod mill to minus mesh particle size. The pulp is transferred to a Fagergren flotation machine and 0.005 part of potassium ethyl xanthate is added thereto. The pulp is diluted with 3000 parts of water, 0.0031 part of diethylene glycol diisobutyrate is added as frothing agent, and the mixture is then conditioned without aeration for 2 minutes. The pH of the pulp is about 7.2. Aeration is then applied and froth is removed for 8 minutes. The froth obtained is not brittle or weeping and no stiffener is added thereto.
For purposes of comparison the process is repeated exactly as described above with the exception that the 0.0031 part of di-ethylene glycol diiso-butyrate is replaced by 0.0087 part of pine oil. The results obtained are shown in the table below:
ICoppcr The process described in Example 1 is repeated with the pairs of frothers shown in the table below with the following results:
Cop er Recov- Per- Copper hi on- Copper cry of cent in are conin tailcopper Frother Frotlttpertrate ing in conor on cent) (per- (percentratc m cent) cent.) (P
cont) Heptane-lrT-diol (llnce tate l.. 0.0005 4.24 58.2 091 Till: Pineoil 0.0017 4,223 60.4 0.82 51.5 2 methoxymethyl 2:4- dlmethyl pentane 1:5- dlol dtacetate ll. H005 4.10 57. o, 91 7s. a Plneoil.. 0,0017 4.23 (10.4 0,82 P11. 2 methoxynlcthyl 2:4-
dimethylpentane 1:5 dlol (ll-(3-ll'l0fill0XY-pl0 pnate) U. 0005 4.05 57.7 0.83 70.9 Pine Oil (l, 0017 4. 23 60. 4 (1.81. 31.5 Trlethylene glycol diisobutyrato a D. 0006 4. ll 59. 5 1 03 75, 1 Pine oil 0.0014 4. U7 4 1. 04 7-).1 Pentaned 5-dlol diacetate 0.0021) 3. 92 56. 4 I). 95. 1 Pine oil 0. 0037 4. 29 47. 3 t). 9'1. 3
Butane-1:3-diol diisobutyrate was also tested and was found to be as good as any of the above diesters.
I claim:
1. A method of efiecting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp, in the capacity of a frothing agent, an aliphatic mono-carboxylic acid diester of diethylene glycol of the formula:
wherein R and R' are selected from the group consisting of alkyl groups and alkoxyalkyl groups containing from one to nineteen carbon atoms.
2. A method of effecting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp, in the capacity of a frothing agent, an aliphatic mono-carboxylic acid diester of heptane-1,7-diol of the formula:
wherein R and R are selected from the group consisting of alkyl groups and alkoxyalkyl groups containing from one to nineteen carbon atoms.
3. A method of effecting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp, in the capacity of a frothing agent, an aliphatic mono-carboxylic acid diester of Z-methoxymethyl- 2,4-dimethylpentane-1,5-diol of the formula:
wherein R and R are selected from the group consisting of alkyl groups and alkoxyalkyl groups containing from one to nineteen carbon atoms.
4. A method of effecting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp, in the capacity of a frothing agent, an acetic acid diester of an aliphatic die] of the formula:
CH3.COO.R.OOC.CH3
wherein R is selected from the group consisting of a polymethylene chain, an alkyl substituted polymethylene chain, an alkoxyalkyl substituted polymethylene chain ill and an oxa-alkane chain containing from two to ten carbon atoms.
5. A method of effecting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp, in the capacity of a frothing agent, an isobutyric acid diester of an aliphatic diol of the formula:
(CH3 2.CH.COO.R.OOC.CH.(CHs )2 wherein R is selected from the group consisting of a polymethylenc chain, an alkyl substituted polymethylene chain, an :Jkoxyalkyl substituted polymcthylenc chain and an oxa-alkane containing from two to ten carbon atoms.
6. A method of eilccting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp in the capacity of a frothing agent, diethylene glycol diisobutyratc.
7. A method of effecting the concentration of minerals by flotation which comprises the. step of adding to the mineral pulp, in the capacity of a frothing agent, heptane-l,7-diol diacetate.
8. A method of efiecting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp, in the capacity of a frothing agent, 2- methoxymethyl-2,4-dimethylpentane-l,S-diol diacetate.
9. A method of effecting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp, in the capacity of a frothing agent, 2- rnethoxymethyl-Z,4-dimethylpentane-1,5-diol di-(3-methoxypropionate).
10. A method of effecting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp, in the capacity of a frothing agent, butanel,3-diol diisobutyrate.
11. Method of effecting the concentration of minerals by flotation which comprises the step of adding to the mineral pulp, in the capacity of a frothing agent, a diester of the formula wherein R contains from two to ten carbon atoms and is selected from the group consisting of a polymethylene chain, an alkyl substituted polymethylene chain, an alkoxy alkyl substituted polymethylene chain and an oxaalkane chain, and wherein R and R are each selected from the group consisting of an alkyl group and an alkoxy alkyl group containing from one to nineteen carbon atoms, said ester containing a relatively small number of carbon atoms in the R group where this consists mainly of carbon and hydrogen and where the R and R groups each contain from ten to nineteen carbon atoms.
References Cited in the file of this patent UNITED STATES PATENTS Hall et al. Sept. 28, 1954 OTHER REFERENCES

Claims (1)

11. METHOD OF EFFECTING THE CONCENTRATION OF MINERALS BY FLOTATION WHICH COMPRISES THE STEP OF ADDING TO THE MINERAL PULP, IN THE CAPACITY OF A FROTHING AGENT, A DIESTER OF THE FORMULA
US376987A 1952-09-24 1953-08-27 Froth flotation process Expired - Lifetime US2803345A (en)

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3623605A (en) * 1969-01-09 1971-11-30 Montedison Spa Process for the flotation of fluorite
US4504385A (en) * 1982-12-30 1985-03-12 Sherex Chemical Company, Inc. Ester-alcohol frothers for froth flotation of coal
US4589980A (en) * 1982-10-14 1986-05-20 Sherex Chemical Company, Inc. Promoters for froth flotation of coal
US4678563A (en) * 1985-05-07 1987-07-07 Sherex Chemical Company, Inc. Modified alcohol frothers for froth flotation of sulfide ore
US20090178959A1 (en) * 2008-01-15 2009-07-16 Georgia-Pacific Chemicals Llc Method for the beneficiation of coal
US20090194466A1 (en) * 2008-02-05 2009-08-06 Georgia-Pacific Chemicals Llc Method for the froth flotation of coal
CN108160340A (en) * 2017-12-02 2018-06-15 长春黄金研究院 A kind of super low concentration copper-cobalt ore method for floating

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106631805A (en) * 2016-12-30 2017-05-10 山东万图高分子材料股份有限公司 Non-benzene softening agent and preparation method thereof

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2690260A (en) * 1951-10-16 1954-09-28 Distillers Co Yeast Ltd Froth flotation process

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2690260A (en) * 1951-10-16 1954-09-28 Distillers Co Yeast Ltd Froth flotation process

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3623605A (en) * 1969-01-09 1971-11-30 Montedison Spa Process for the flotation of fluorite
US4589980A (en) * 1982-10-14 1986-05-20 Sherex Chemical Company, Inc. Promoters for froth flotation of coal
US4504385A (en) * 1982-12-30 1985-03-12 Sherex Chemical Company, Inc. Ester-alcohol frothers for froth flotation of coal
EP0113310A3 (en) * 1982-12-30 1986-03-19 Sherex Chemical Company, Inc. Ester-alcohol frothers for froth flotation of coal
US4678563A (en) * 1985-05-07 1987-07-07 Sherex Chemical Company, Inc. Modified alcohol frothers for froth flotation of sulfide ore
EP0201450A3 (en) * 1985-05-07 1989-09-27 Sherex Chemical Company, Inc. Modified alcohol frothers for froth flotation of sulfide ore
US20090178959A1 (en) * 2008-01-15 2009-07-16 Georgia-Pacific Chemicals Llc Method for the beneficiation of coal
US8925729B2 (en) 2008-01-15 2015-01-06 Georgia-Pacific Chemicals Llc Method for the beneficiation of coal
US10307770B2 (en) 2008-01-15 2019-06-04 Ingevity South Carolina, Llc Method for the benificiation of coal
US20090194466A1 (en) * 2008-02-05 2009-08-06 Georgia-Pacific Chemicals Llc Method for the froth flotation of coal
WO2009099731A1 (en) * 2008-02-05 2009-08-13 Georgia-Pacific Chemicals Llc Method for the froth flotation of coal
AU2009210639B2 (en) * 2008-02-05 2012-06-21 Georgia-Pacific Chemicals Llc Method for the froth flotation of coal
US8875898B2 (en) 2008-02-05 2014-11-04 Georgia-Pacific Chemicals Llc Method for the froth flotation of coal
CN108160340A (en) * 2017-12-02 2018-06-15 长春黄金研究院 A kind of super low concentration copper-cobalt ore method for floating

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