EP0310720A1 - Procédé d'utilisation d'esters gras d'hydroxyalkylates d'alkanolamines comme agents de conditionnement pour du charbon oxydé - Google Patents
Procédé d'utilisation d'esters gras d'hydroxyalkylates d'alkanolamines comme agents de conditionnement pour du charbon oxydé Download PDFInfo
- Publication number
- EP0310720A1 EP0310720A1 EP19870308966 EP87308966A EP0310720A1 EP 0310720 A1 EP0310720 A1 EP 0310720A1 EP 19870308966 EP19870308966 EP 19870308966 EP 87308966 A EP87308966 A EP 87308966A EP 0310720 A1 EP0310720 A1 EP 0310720A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- coal
- alkanolamine
- hydroxyalkylates
- conditioner
- flotation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
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
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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
- B03D1/006—Hydrocarbons
-
- 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
- B03D2201/007—Modifying reagents for adjusting pH or conductivity
-
- 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
- B03D2203/08—Coal ores, fly ash or soot
Definitions
- This invention concerns froth flotation of oxidized coal and coal-containing solids.
- this invention involves a process for the use of a novel conditioner class: fatty esters of alkanolamine hydroxyalkylates.
- Coal occurs naturally in several different forms. Depending upon local geology, one should expect to find varying amounts of undesirable materials present with the carbonaceous solids. For example, sulfur content may be objectionably high in raw coal. Likewise, ash and generally noncombustible materials (such as sand) may be found along with the coal. Solid ores in general and coal in particular have long been the subject of study relating to the separation of the desired product from the undesired balance.
- Froth flotation is well known as an effective method of carrying out such separation. This process exploits a physical difference between the wanted and unwanted solids, wherein one type of solid particle is preferentially wetted. Agitation of slurry of the solids creates a bubbly surface region in which the less wetted type of the pulverized solids accumulates.
- Froth flotation separation of X from Y first requires that the solid mass be pulverized into small particles. If the ore is non-homogeneous the resulting particles will have different compositions - some particles with more X and some with less X. Next, the particles are agitated in a carefully chosen liquid flotation agent to form a froth.
- the agent is generally a mixture that includes, as well known in the art, various collectors, frothing agents and conditioners, all directed toward enhancing the separation.
- the wetted particles for example predominantly X, remain in the bulk liquid while the unwetted particles, say predominantly Y, are located in the air bubbles of the froth.
- the flotation agent in said reference is aliphatic carboxylic acid esters of nontertiary alkylamines.
- the precise structure of the flotation agent is critical to the effectiveness of a given separation. This result comes as no surprise, since liquid-liquid extraction and chromatography also exhibit critical sensitivity to small changes in chemical structure of the mixture components.
- the specific context of the present invention involves oxidized coal.
- Such coal has generally been known to be somewhat separable from solid ash, using an air-water system for froth flotation where the water contains a carefully chosen flotation agent.
- the agent typically a liquid, may contain a number of components, such as chemicals intended to adjust pH or induce bubble formation.
- Successful separation of coal from ash has depended on flotation agent components making the coal particle surfaces sufficiently hydrophobic. These components of the flotation agent are often called “conditioners”. Their function, generally, is to enhance recovery selectivity and efficiency of the froth flotation separation.
- Well known conditioners include alkanolamines and their derivatives and these function reasonably well in industrial separation processes.
- froth flotation of coal depends critically on the exact makeup of the liquid flotation agent, there remains the question of exactly what flotation agent is appropriate.
- U.S. Patent 4,474,619 teaches the use, as a component of a flotation agent, of a conditioner that is a condensate of an alkanolamine with at least 0.8 equivalent of a fatty acid. Condensation reactions such as esterification are generally reversible, so the composition of the products will depend strongly on the composition and stoichiometry of the reactants. This reference notes that the preferred ratio of fatty acid or fatty ester to alkanolamine is about 2:1 or 3:1 to yield the most effective conditioner.
- the flotation agent when added to a slurry to be separated also includes a refined kerosene (Soltrol 100) serving as the collector and a frother (Dowfroth 1012).
- the present invention is an improved process for separating ores, especially oxidized coal, by the froth flotation process, characterized in that a suitable ore is (1) classified to a size range selected for froth flotation and then (2) floated in a froth flotation agent comprising a collector and a new alkanolamine derivative conditioner.
- a key element of the invention is a conditioner that is an alkoxylated alkanolamine.
- the new conditioner may be esterified alkanolamine hydroxyalkylates.
- the present invention improves upon the prior art by alkoxylating the alkanolamine.
- This alkoxylation incorporates ether linkages into the conditioner which distinguish it structurally from coal conditioners of the prior art while providing unexpected improvements in clean coal recovery.
- the general flotation process of the invention comprises crushing an oxidized coal to a size suitable for froth flotation and floating the sized coal in a frothing, aqueous medium comprising a fuel oil collector and an effective amount of a conditioner corresponding to the formula: wherein: R is any hydrocarbyl group; R1 is H or an alkyl; R2 is H or an alkyl; x is an integer of 1 or more; and A is H or - -R3, wherein R3 is an alkyl of 2 to 36 carbon atoms.
- the above conditioner may be an ethoxylated alkanolamine or a propoxylated alkanolamine or a mixed ethoxylated and propoxylated alkanolamine or ester thereof.
- the process of the invention might employ a 1:3 reaction of diethanolamine (DEA) with propylene oxide (PO), designated DEA-3PO. That product will then be esterified with TOFA, thus designated as DEA-3PO-3TOFA.
- Preferred alkoxylated alkanolamines of the invention are the mono-, di- or triethanolamine propoxylates, wherein the number of repeating units of x are 1 to 100.
- the propoxylates are esterified such that the conditioner is the esterified product of a stoichiometric amount of tall oil fatty acids and mono-, di-, triethanolamine propoxylate.
- the TOFA:EA ratio is preferably 2:1 to 5:1.
- the process of the invention is particularly suitable for beneficiating or cleaning coal having oxidized surfaces. This process is useful for cleaning oxidized bituminous coal.
- the conditioners of the invention are suitable for use with conventional frothing agent components such as frothers acids to assist in dispersion of the components, and the like.
- MEA represents monoethanolamine
- TEA represents triethanolamine
- the coal used was a highly oxidized type containing 14.7 percent ash (available as Republic Steel Banning #4). Oxidized bituminous coals were satisfactorily beneficiated by the process of the invention.
- the flotation apparatus was a Galigher Agitair equipped with a 3000 ml cell, operating at 10 rpm for the froth collecting paddle. About 200 g coal was charged to the apparatus with about 2800 ml deionized water and conditioning of the slurry began at 900 rpm. After 2 minutes the pH was adjusted to 7.0 by addition of 11.0 ml 1N NaOH, followed by 5 minutes of additional conditioning. Then 0.5 ml of the experimental conditioner of interest was added, where the formulation of the flotation agent component including the conditioner was (by weight percent): % 5.0 Conditioner % 47.5 Soltrol 100 % 47.5 Deionized water. Next, another, 0.25 g Soltrol 100 was added. Whenever acetic acid constituted an additional component of the experimental formula, it was present at 5 percent and Soltrol was again made up to fix the Soltrol/coal feed ratio at 2.5 kg/ton (2.75 kg/tonne).
- Propoxylates of MEA,DEA, and TEA were made at atmospheric pressure using a glass RB reactor-condenser apparatus cooled by Dowtherm.
- a side-arm vented and calibrated addition funnel was equipped with nitrogen inlet, and the set up included magnetic stirring and thermostatically controlled heating lamps.
- Alkylene oxide was stoichiometrically added to stirred alkanolamine under nitrogen at between 50 and 190°C. After the reaction commenced, makeup alkylene oxide was added to achieve theoretical final product weight. The reaction took place under base catalyzed conditions (0.25 percent KOH by weight).
- Esterified alkanolamine propoxylates were prepared, for example, by reacting TOFA with a hydroxyalkylated alkanolamine in a stoichiometric ratio of TOFA to alkoxylated alkanolamine in the range of 2:1 to 5:1.
- the reaction was carried out in a glass RB reactor equipped with a steam condenser-Dean Stark trap-cold water condenser assembly, nitrogen sparge tube, magnetic stirring, and thermostatically controlled infrared heating lamps. Reaction occurred under nitrogen at 200°C for 2 hours, followed by an hour at 225°C.
- coal concentrate denotes the solid material recovered from the froth
- the esterified monoethanolamine propoxylates are particularly useful in coal recovery.
- the nonesterified MEA-36.15PO reagent is also satisfactory. Generally, at least a 40 percent clean coal recovery is desirable.
- Example 2 Comparison of these results with those of Example 2 shows that acetic acid treatment slightly elevated the ash fraction, diminishing clean coal recovery. Nevertheless, industrial conditions may call for such acid treatment in order to further the dispersion of the conditioner. In such an event, the present process still operates.
- the acid employed may be an inorganic acid as well as the organic acid used above.
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/826,658 US4701257A (en) | 1986-02-06 | 1986-02-06 | Fatty esters of alkanolamine hydroxyalkylates as oxidized coal conditioner in froth flotation process |
EP19870308966 EP0310720A1 (fr) | 1987-10-09 | 1987-10-09 | Procédé d'utilisation d'esters gras d'hydroxyalkylates d'alkanolamines comme agents de conditionnement pour du charbon oxydé |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP19870308966 EP0310720A1 (fr) | 1987-10-09 | 1987-10-09 | Procédé d'utilisation d'esters gras d'hydroxyalkylates d'alkanolamines comme agents de conditionnement pour du charbon oxydé |
Publications (1)
Publication Number | Publication Date |
---|---|
EP0310720A1 true EP0310720A1 (fr) | 1989-04-12 |
Family
ID=8198062
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP19870308966 Withdrawn EP0310720A1 (fr) | 1986-02-06 | 1987-10-09 | Procédé d'utilisation d'esters gras d'hydroxyalkylates d'alkanolamines comme agents de conditionnement pour du charbon oxydé |
Country Status (1)
Country | Link |
---|---|
EP (1) | EP0310720A1 (fr) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007101575A1 (fr) * | 2006-03-09 | 2007-09-13 | Clariant International Ltd | Reactif de flottation pour silicates |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2389763A (en) * | 1941-04-24 | 1945-11-27 | Emulsol Corp | Separation of mineral values from ores |
EP0016914A1 (fr) * | 1979-01-25 | 1980-10-15 | The Dow Chemical Company | Condensé d'acide gras, d'alkanolamine comme conditionneur pour la flottation du charbon et un procédé de flottation utilisant ce condensé |
US4701257A (en) * | 1986-02-06 | 1987-10-20 | The Dow Chemical Company | Fatty esters of alkanolamine hydroxyalkylates as oxidized coal conditioner in froth flotation process |
-
1987
- 1987-10-09 EP EP19870308966 patent/EP0310720A1/fr not_active Withdrawn
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2389763A (en) * | 1941-04-24 | 1945-11-27 | Emulsol Corp | Separation of mineral values from ores |
EP0016914A1 (fr) * | 1979-01-25 | 1980-10-15 | The Dow Chemical Company | Condensé d'acide gras, d'alkanolamine comme conditionneur pour la flottation du charbon et un procédé de flottation utilisant ce condensé |
US4701257A (en) * | 1986-02-06 | 1987-10-20 | The Dow Chemical Company | Fatty esters of alkanolamine hydroxyalkylates as oxidized coal conditioner in froth flotation process |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007101575A1 (fr) * | 2006-03-09 | 2007-09-13 | Clariant International Ltd | Reactif de flottation pour silicates |
US8205753B2 (en) | 2006-03-09 | 2012-06-26 | Clariant Finance (Bvi) Limited | Flotation reagent for silicates |
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PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
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Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN |
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18W | Application withdrawn |
Withdrawal date: 19900808 |
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R18W | Application withdrawn (corrected) |
Effective date: 19900808 |
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RIN1 | Information on inventor provided before grant (corrected) |
Inventor name: HEFNER, ROBERT E., JR. |