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WO1991005760A1 - Flottation d'ions utilisant des reactifs anioniques - Google Patents

Flottation d'ions utilisant des reactifs anioniques Download PDF

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Publication number
WO1991005760A1
WO1991005760A1 PCT/AU1990/000481 AU9000481W WO9105760A1 WO 1991005760 A1 WO1991005760 A1 WO 1991005760A1 AU 9000481 W AU9000481 W AU 9000481W WO 9105760 A1 WO9105760 A1 WO 9105760A1
Authority
WO
WIPO (PCT)
Prior art keywords
formula
compound
ion
flotation
compounds
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.)
Ceased
Application number
PCT/AU1990/000481
Other languages
English (en)
Inventor
Malcolm David Engel
James Bryer Smitham
Stuart Kenneth Nicol
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Broken Hill Proprietary Company Pty Ltd
Original Assignee
Broken Hill Proprietary Company Pty Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Broken Hill Proprietary Company Pty Ltd filed Critical Broken Hill Proprietary Company Pty Ltd
Priority to BR909007744A priority Critical patent/BR9007744A/pt
Priority to CA002069304A priority patent/CA2069304A1/fr
Publication of WO1991005760A1 publication Critical patent/WO1991005760A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/24—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having more than one carboxyl group bound to the carbon skeleton, e.g. aspartic acid
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C335/04—Derivatives of thiourea
    • C07C335/16—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C335/22—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by carboxyl groups
    • 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
    • B03D2203/025—Precious metal ores

Definitions

  • This invention relates to an ion flotation reagents and to methods for their production and use.
  • the invention is particularly, but not exclusively concerned with the extraction of gold using ion flotation
  • Particulate flotation is a physiochemical method of concentrating valuable minerals from finely-ground ore. The process involves a selective treatment of the
  • ion flotation is a procedure whereby valuable ions in a mixture of charged species are selectively removed by rising air bubbles. It resembles conventional froth flotation in that it employs a collector and similar equipment. It differs in that the substance to be separated is not usually present initially as a solid.
  • the collectors are ionisable, surface-active organic compounds, cationic for the flotation of anions, anionic for the flotation of cations. These additives perform the dual function of complexing with the ions in solution and transporting these previously surface-inactive components to the foam phase.
  • Y + is a metal cation or a hydrogen ion
  • R 1 is an isothiouronium or amine group
  • m 10 to 18
  • n O
  • R 2 is H, or R 1 is H
  • m 10 to 18
  • n 1 to 4
  • R 2 is an isothiouronium or amine group.
  • the isothiouronium group has the formula
  • the nitrogen atoms of the amine or isothiouronium groups may be substituted with one or two N- (lower)alkyl substituents.
  • m is from 12 to 16, most preferably 12.
  • lower alkyl and lower alkoxy refer to groups which contain from 1 to 6 carbon atoms, preferably 1 to 3 carbons.
  • the invention in a further aspect also provides the use, as an ion flotation reagent, of a compound of formula (I) as defined above.
  • m 10 to 18
  • n 0, and
  • R 2 is H
  • Compounds of formula (XII) may be prepared by reacting a dialkyl malonate with a compound of the formula X-(CH 2 ) m -X, wherein X is a halogen atom, m is 10 to 18, and R is an alkyl group, to give a compound of formula (XI)
  • R 1 is H
  • m 10 to 18
  • n 1 to 4
  • R 2 is an isothiouronium or amine group, may be prepared by hydrolysing a compound of formula ( IX) o
  • Amine salts of the type (IX) were found to be partially ether soluble, particularly in the presence of diethyl dodecylmalonate (VII). They were finally
  • ester groups of (IX) were removed by hydrolysis using ethanolic potassium hydroxide.
  • the reaction was monitored by infra-red spectroscopy, to observe the disappearance of the ester carbonyl band at 1740 cm -1 .
  • Compound “G” is a thiourea adduct which can be made by the procedure shown in Reaction Scheme 2.
  • Bromododecyl malonate (XI) (20.0 g) was heated at 75°C with 50% potassium hydroxide (20.0 g) for 10 hours in a round-bottom flask. The resultant solution was neutralised with concentrated hydrochloric acid until the pH was less than 5. A white precipitate formed and the solid was collected and washed with distilled water (2 x 50 ml). Bromododecyl malonic acid (XII) (16.2 g) so prepared was dried at 70°C.
  • IR and H 1 NMR identified (i) as 1,3-disothiouroniumpropyl dibromide, formed from 1,3-dibromopropane impurity in the diethyl 2-(3-bromopropyl)-2-dodecylmalonate.
  • Figure 1 is a diagram of the experimental apparatus used
  • FIGS 2 to 5 are graphs showing the results obtained.
  • FIG. 1 The flotation equipment used in the bench-scale laboratory experiments is illustrated in Figure 1 and consisted of a modified Hallimond tube cell or column 1 of volume approximately 1 litre.
  • a sintered glass frit 2 in the base of the column allows air to pass through the cell from inlet 3, metered by appropriate flowmeters and regulators (not shown).
  • Side ports 4,5 fitted to the column allow continuous monitoring of pH and/or
  • the liquid feed to column enters through port 6 and the exit air stream flows out through port 7.
  • the froth formed during flotation is discharged from the overflow lip 8 at the top of the cell and collected in another container (not shown).
  • the column may be completely drained at the end of a batch experiment by using the tailings outlet port 9.
  • a solution containing a known concentration of gold (as the auro ⁇ yanide ion) and a known molar ratio of surfactant to gold was prepared and mixed thoroughly. After adjustment of the pH to the desired level, the feed liquid was injected into the flotation cell through port 6 and the air supply connected to inlet 3. Air was then immediately bubbled into the cell and froth began to form at the top of the column. When the first drop of froth spilled over the upper lip of the cell, a timer was started and at known intervals after this point,
  • the ratio C t /C o represents the fraction of gold from the feed left in the cell at time t.
  • the ratio of the upgrade ratios of gold to silver [UR Au /UR Ag ] at the peak value of the upgrade ratio for gold is called the "peak magnitude" and is a measure of the selectivity of the reagent.
  • the surfactant was Compound H3.
  • Figure 4 shows the upgrade ratios obtained for an air flow of 52.5 cm 3 /min.l at a PH value of 10.0.
  • the surfactant was Compound H3.
  • the flotation was performed in a 34 litre ion flotation column of similar design to the apparatus illustrated in Figure 1.
  • Figure 5 shows the upgrade ratios obtained for an air flow of 35 cm 3 /min.l at a pH value of 9.5.
  • the peak magnitude is 29.9 ⁇ 0.6.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Dans les composés représentés par la formule générale: (I), Y+ représente un cation de métal ou un ion d'hydrogène et soit R1 représente un groupe isothiouronium ou amine, m est égal à un nombre compris entre 10 et 18, n est égal à 0 et R2 représente H, soit R1 représente H, m est égal à un nombre compris entre 10 et 18, n est égal à un nombre compris entre 1 et 4 et R2 représente un groupe isothiouronium ou amine. Des procédés de préparation des composés de la formule (I) et des procédés de flottation d'ions, destinés en particulier à l'or, qui utilisent les composés de la formule (I) comme réactif de flottation d'ions, sont décrits.
PCT/AU1990/000481 1989-10-13 1990-10-05 Flottation d'ions utilisant des reactifs anioniques Ceased WO1991005760A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
BR909007744A BR9007744A (pt) 1989-10-13 1990-10-05 Processo para flotacao de ions,processo para extracao de ouro por flotacao de ions,uso de um reagente de flotacao,processo para preparar um composto para flotacao,e,compostos tensoativos anionicos
CA002069304A CA2069304A1 (fr) 1989-10-13 1990-10-05 Flottation ionique avec des reactifs anioniques

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
AUPJ686189 1989-10-13
AUPJ6861 1989-10-13

Publications (1)

Publication Number Publication Date
WO1991005760A1 true WO1991005760A1 (fr) 1991-05-02

Family

ID=3774278

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/AU1990/000481 Ceased WO1991005760A1 (fr) 1989-10-13 1990-10-05 Flottation d'ions utilisant des reactifs anioniques

Country Status (5)

Country Link
BR (1) BR9007744A (fr)
CA (1) CA2069304A1 (fr)
OA (1) OA09656A (fr)
WO (1) WO1991005760A1 (fr)
ZA (1) ZA908177B (fr)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1572072A1 (de) * 1966-03-19 1970-02-26 Kalle Ag Waermeentwickelbares Diazotypiematerial
CA1174861A (fr) * 1980-08-07 1984-09-25 Jonathan H. Hodgkin Separation selective de l'or

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1572072A1 (de) * 1966-03-19 1970-02-26 Kalle Ag Waermeentwickelbares Diazotypiematerial
CA1174861A (fr) * 1980-08-07 1984-09-25 Jonathan H. Hodgkin Separation selective de l'or

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
ENGINEERING INDEX ANNUAL, Volume 85, Part III, No. 050739, issued 1985, Printed in the United States of America by PORT CITY PRESS INC. MOOIMAN M.B. AND MILLER J.D., "Selectivity Consideration in the Amine Extraction of Gold from Alkaline Cyanide Solution". *

Also Published As

Publication number Publication date
BR9007744A (pt) 1992-08-11
CA2069304A1 (fr) 1991-04-14
OA09656A (en) 1993-05-15
ZA908177B (en) 1991-10-30

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