CA1107975A - Process for selective extraction of metal ions from aqueous solutions and extracting agents suitable for that purpose - Google Patents

Process for selective extraction of metal ions from aqueous solutions and extracting agents suitable for that purpose

Info

Publication number: CA1107975A
Authority: CA; Canada
Prior art keywords: ions; process according; extraction; oxime; acid
Prior art date: 1977-03-09
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.): Expired

Application number

CA298,537A

Other languages

English (en)

French (fr)

Inventor

Martinus Tels

Jan P. Lotens

Hendrikus P. M. Kivits

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.)

Stamicarbon BV

Original Assignee

Stamicarbon BV

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.)

1977-03-09

Filing date

1978-03-08

Publication date

1981-09-01

1978-03-08 Application filed by Stamicarbon BV filed Critical Stamicarbon BV

1981-09-01 Application granted granted Critical

1981-09-01 Publication of CA1107975A publication Critical patent/CA1107975A/en

Status Expired legal-status Critical Current

Links

238000000605 extraction Methods 0.000 title claims abstract description 44
229910021645 metal ion Inorganic materials 0.000 title claims abstract description 11
239000007864 aqueous solution Substances 0.000 title claims abstract description 10
238000000034 method Methods 0.000 title claims description 27
235000021122 unsaturated fatty acids Nutrition 0.000 claims abstract description 7
150000004670 unsaturated fatty acids Chemical class 0.000 claims abstract description 7
-1 aliphatic oxime Chemical class 0.000 claims abstract description 4
150000004671 saturated fatty acids Chemical class 0.000 claims abstract description 3
235000003441 saturated fatty acids Nutrition 0.000 claims abstract description 3
239000003795 chemical substances by application Substances 0.000 claims description 28
239000008346 aqueous phase Substances 0.000 claims description 22
239000000203 mixture Substances 0.000 claims description 20
VEZUQRBDRNJBJY-UHFFFAOYSA-N cyclohexanone oxime Chemical compound ON=C1CCCCC1 VEZUQRBDRNJBJY-UHFFFAOYSA-N 0.000 claims description 17
239000012074 organic phase Substances 0.000 claims description 17
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 16
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 15
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 15
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 15
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 15
239000005642 Oleic acid Substances 0.000 claims description 15
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 15
150000002923 oximes Chemical class 0.000 claims description 14
235000014113 dietary fatty acids Nutrition 0.000 claims description 13
239000000194 fatty acid Substances 0.000 claims description 13
229930195729 fatty acid Natural products 0.000 claims description 13
150000004665 fatty acids Chemical class 0.000 claims description 13
OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 claims description 4
235000020778 linoleic acid Nutrition 0.000 claims description 4
OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 claims description 4
DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 claims description 3
235000020661 alpha-linolenic acid Nutrition 0.000 claims description 3
229960004488 linolenic acid Drugs 0.000 claims description 3
KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 claims description 3
230000000737 periodic effect Effects 0.000 claims description 3
230000010349 pulsation Effects 0.000 claims description 3
238000000746 purification Methods 0.000 claims description 3
229910000366 copper(II) sulfate Inorganic materials 0.000 claims description 2
238000002425 crystallisation Methods 0.000 claims description 2
230000008025 crystallization Effects 0.000 claims description 2
ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims 1
LGQLOGILCSXPEA-UHFFFAOYSA-L nickel sulfate Chemical compound [Ni+2].[O-]S([O-])(=O)=O LGQLOGILCSXPEA-UHFFFAOYSA-L 0.000 claims 1
229910000363 nickel(II) sulfate Inorganic materials 0.000 claims 1
239000000243 solution Substances 0.000 abstract description 16
229910052802 copper Inorganic materials 0.000 abstract description 9
238000000926 separation method Methods 0.000 abstract description 4
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 21
239000002253 acid Substances 0.000 description 12
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 11
229910052759 nickel Inorganic materials 0.000 description 8
239000012071 phase Substances 0.000 description 8
239000002184 metal Substances 0.000 description 6
229910052751 metal Inorganic materials 0.000 description 6
229910052804 chromium Inorganic materials 0.000 description 5
150000002500 ions Chemical class 0.000 description 5
239000003350 kerosene Substances 0.000 description 5
229910052725 zinc Inorganic materials 0.000 description 5
239000003518 caustics Substances 0.000 description 4
150000004679 hydroxides Chemical class 0.000 description 4
150000002739 metals Chemical class 0.000 description 4
239000002904 solvent Substances 0.000 description 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 3
UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 3
150000007513 acids Chemical class 0.000 description 3
229910052742 iron Inorganic materials 0.000 description 3
229960004232 linoleic acid Drugs 0.000 description 3
229940043265 methyl isobutyl ketone Drugs 0.000 description 3
239000007787 solid Substances 0.000 description 3
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
239000013078 crystal Substances 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
238000009713 electroplating Methods 0.000 description 2
238000002474 experimental method Methods 0.000 description 2
NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
239000007788 liquid Substances 0.000 description 2
239000012454 non-polar solvent Substances 0.000 description 2
238000005191 phase separation Methods 0.000 description 2
QFMNMSJTKVHTSY-UHFFFAOYSA-N 1-phenylethanethione Chemical compound CC(=S)C1=CC=CC=C1 QFMNMSJTKVHTSY-UHFFFAOYSA-N 0.000 description 1
CFFKWZMLWPANQE-UHFFFAOYSA-N 2-pyridin-2-ylindene-1,3-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C1C1=CC=CC=N1 CFFKWZMLWPANQE-UHFFFAOYSA-N 0.000 description 1
CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical compound ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
235000014676 Phragmites communis Nutrition 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
238000003889 chemical engineering Methods 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
238000010586 diagram Methods 0.000 description 1
POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 1
230000000694 effects Effects 0.000 description 1
IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
239000012535 impurity Substances 0.000 description 1
239000001282 iso-butane Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
229910001453 nickel ion Inorganic materials 0.000 description 1
231100000956 nontoxicity Toxicity 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000000047 product Substances 0.000 description 1
150000003222 pyridines Chemical class 0.000 description 1
238000011084 recovery Methods 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000011343 solid material Substances 0.000 description 1
239000001117 sulphuric acid Substances 0.000 description 1
235000011149 sulphuric acid Nutrition 0.000 description 1
TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
239000002699 waste material Substances 0.000 description 1

Classifications

- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
- B01D11/04—Solvent extraction of solutions which are liquid
- B01D11/0446—Juxtaposition of mixers-settlers
- B01D11/0457—Juxtaposition of mixers-settlers comprising rotating mechanisms, e.g. mixers, mixing pumps
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/26—Treatment of water, waste water, or sewage by extraction
- C—CHEMISTRY; METALLURGY
- C22—METALLURGY; FERROUS OR NON-FERROUS ALLOYS; TREATMENT OF ALLOYS OR NON-FERROUS METALS
- C22B—PRODUCTION AND REFINING OF METALS; PRETREATMENT OF RAW MATERIALS
- C22B3/00—Extraction of metal compounds from ores or concentrates by wet processes
- C22B3/20—Treatment or purification of solutions, e.g. obtained by leaching
- C22B3/26—Treatment or purification of solutions, e.g. obtained by leaching by liquid-liquid extraction using organic compounds
- C22B3/30—Oximes
- C—CHEMISTRY; METALLURGY
- C22—METALLURGY; FERROUS OR NON-FERROUS ALLOYS; TREATMENT OF ALLOYS OR NON-FERROUS METALS
- C22B—PRODUCTION AND REFINING OF METALS; PRETREATMENT OF RAW MATERIALS
- C22B3/00—Extraction of metal compounds from ores or concentrates by wet processes
- C22B3/20—Treatment or purification of solutions, e.g. obtained by leaching
- C22B3/26—Treatment or purification of solutions, e.g. obtained by leaching by liquid-liquid extraction using organic compounds
- C22B3/32—Carboxylic acids
- C—CHEMISTRY; METALLURGY
- C22—METALLURGY; FERROUS OR NON-FERROUS ALLOYS; TREATMENT OF ALLOYS OR NON-FERROUS METALS
- C22B—PRODUCTION AND REFINING OF METALS; PRETREATMENT OF RAW MATERIALS
- C22B3/00—Extraction of metal compounds from ores or concentrates by wet processes
- C22B3/20—Treatment or purification of solutions, e.g. obtained by leaching
- C22B3/26—Treatment or purification of solutions, e.g. obtained by leaching by liquid-liquid extraction using organic compounds
- C22B3/40—Mixtures
- C22B3/402—Mixtures of acyclic or carbocyclic compounds of different types
- C—CHEMISTRY; METALLURGY
- C22—METALLURGY; FERROUS OR NON-FERROUS ALLOYS; TREATMENT OF ALLOYS OR NON-FERROUS METALS
- C22B—PRODUCTION AND REFINING OF METALS; PRETREATMENT OF RAW MATERIALS
- C22B3/00—Extraction of metal compounds from ores or concentrates by wet processes
- C22B3/20—Treatment or purification of solutions, e.g. obtained by leaching
- C22B3/26—Treatment or purification of solutions, e.g. obtained by leaching by liquid-liquid extraction using organic compounds
- C22B3/40—Mixtures
- C22B3/402—Mixtures of acyclic or carbocyclic compounds of different types
- C22B3/404—Mixtures of acyclic or carbocyclic compounds of different types of organic acids and oximes
- Y—GENERAL 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P10/00—Technologies related to metal processing
- Y02P10/20—Recycling

Landscapes

Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Environmental & Geological Engineering (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Materials Engineering (AREA)
Manufacturing & Machinery (AREA)
Geology (AREA)
Geochemistry & Mineralogy (AREA)
Mechanical Engineering (AREA)
Metallurgy (AREA)
General Life Sciences & Earth Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Hydrology & Water Resources (AREA)
Water Supply & Treatment (AREA)
Extraction Or Liquid Replacement (AREA)
Manufacture And Refinement Of Metals (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CA298,537A 1977-03-09 1978-03-08 Process for selective extraction of metal ions from aqueous solutions and extracting agents suitable for that purpose Expired CA1107975A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
NLAANVRAGE7702517,A NL169958C (nl)	1977-03-09	1977-03-09	Werkwijze voor het selectief extraheren van metaalionen uit waterige oplossingen daarvan.
NL7702517		1977-03-09

Publications (1)

Publication Number	Publication Date
CA1107975A true CA1107975A (en)	1981-09-01

Family

ID=19828135

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA298,537A Expired CA1107975A (en)	1977-03-09	1978-03-08	Process for selective extraction of metal ions from aqueous solutions and extracting agents suitable for that purpose

Country Status (12)

Country	Link
JP (1)	JPS53110971A (it)
AU (1)	AU513707B2 (it)
BE (1)	BE864341A (it)
CA (1)	CA1107975A (it)
DE (1)	DE2810281A1 (it)
FR (1)	FR2383126A1 (it)
GB (1)	GB1571172A (it)
IT (1)	IT1101836B (it)
NL (1)	NL169958C (it)
SE (1)	SE434123B (it)
ZA (1)	ZA781144B (it)
ZM (1)	ZM2878A1 (it)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0045735A3 (de) *	1980-07-31	1982-06-30	Andritz Ruthner Industrieanlagen Aktiengesellschaft	Flüssig-Flüssig-Extraktion von wässerigen ionenhältigen Flüssigkeiten
ZW9882A1 (en) *	1981-11-03	1983-02-02	Mineral Tech Council	Selective solvent extraction using organophosphorus and carboxylic acids
FR2591505B1 (fr) *	1985-12-18	1988-02-26	Atochem	Procede d'extraction de composes organiques de leurs solutions ou suspensions aqueuses.
JPH0781173B2 (ja) *	1987-06-18	1995-08-30	旭化成工業株式会社	金属ルテニウムの回収方法
DE3841673A1 (de) *	1988-12-10	1990-06-13	Hoechst Ag	Verfahren zur abtrennung von kupfer aus basisch reagierenden, waessrigen loesungen
KR102820068B1 (ko) *	2018-09-27	2025-06-12	이고 리미티드	고순도 수화 황산 니켈의 제조 방법

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2761563A (en) *	1951-11-16	1956-09-04	John C Van Dijk	Method of treating water
US2740708A (en) *	1955-03-14	1956-04-03	Sherritt Gordon Mines Ltd	Method of producing metal powder from solutions
BE635283A (it) *	1961-09-14	1900-01-01
DE1258101B (de) *	1964-04-29	1968-01-04	Ministerul Ind Petrolului	Trennungs- und Extrahierungsverfahren fuer Metalle aus waessrigen Loesungen mit Alkali-Naphthenaten, in apolaren organischen Loesungsmitteln aufgeloest
US3558288A (en) *	1965-04-15	1971-01-26	Ashland Oil Inc	Extraction of metal ions from acidic aqueous solution using an amine and a carboxylic acid
US3655347A (en) *	1968-03-18	1972-04-11	Gen Mills Inc	Process of extracting copper with certain substituted 2-hydroxybenzophenoximes
GB1267586A (en) *	1969-06-30	1972-03-22	Shell Int Research	Process for the separation of metals
GB1451490A (en) *	1970-05-21	1976-10-06	Shell Int Research	Use of hydroxy-oximes in the extraction of metal values
FI54329C (fi) *	1972-07-03	1978-11-10	Outokumpu Oy	Extraktionsmedelskomposition
GB1474944A (en) *	1974-05-30	1977-05-25	Thorsen G	Process for extraction and separation of metals using liquid cation exchangers
GB1537828A (en) *	1975-03-26	1979-01-04	Shell Int Research	Extraction of copper values from aqueous solutions with hydroxy-oximes
IE44327B1 (en) *	1976-01-30	1981-10-21	Ici Ltd	Extracting metal values with o-hydroxyaryloximes

1977
- 1977-03-09 NL NLAANVRAGE7702517,A patent/NL169958C/xx not_active IP Right Cessation
1978
- 1978-02-27 GB GB7706/78A patent/GB1571172A/en not_active Expired
- 1978-02-27 BE BE185500A patent/BE864341A/xx not_active IP Right Cessation
- 1978-02-27 ZA ZA00781144A patent/ZA781144B/xx unknown
- 1978-03-01 AU AU33720/78A patent/AU513707B2/en not_active Expired
- 1978-03-06 ZM ZM7828A patent/ZM2878A1/xx unknown
- 1978-03-06 IT IT48311/78A patent/IT1101836B/it active
- 1978-03-07 JP JP2591778A patent/JPS53110971A/ja active Pending
- 1978-03-07 SE SE7802594A patent/SE434123B/sv unknown
- 1978-03-07 FR FR7806438A patent/FR2383126A1/fr not_active Withdrawn
- 1978-03-08 CA CA298,537A patent/CA1107975A/en not_active Expired
- 1978-03-09 DE DE19782810281 patent/DE2810281A1/de not_active Ceased

Also Published As

Publication number	Publication date
IT1101836B (it)	1985-10-07
NL169958B (nl)	1982-04-16
FR2383126A1 (fr)	1978-10-06
IT7848311A0 (it)	1978-03-06
ZM2878A1 (en)	1978-12-21
SE434123B (sv)	1984-07-09
AU513707B2 (en)	1980-12-18
ZA781144B (en)	1979-02-28
GB1571172A (en)	1980-07-09
DE2810281A1 (de)	1978-09-14
JPS53110971A (en)	1978-09-28
NL7702517A (nl)	1978-09-12
BE864341A (nl)	1978-08-28
AU3372078A (en)	1979-09-06
NL169958C (nl)	1982-09-16
SE7802594L (sv)	1978-09-10

Legal Events

Date	Code	Title	Description
1998-09-01	MKEX	Expiry

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CA1056855A (en)	1979-06-19	5-heptyl-2-hydroxy benzaldoximes
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FI97395C (fi)	1996-12-10	Nikkelin uutosprosessi
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Guimarães et al.	2024	Selective solvent extraction of nickel and cobalt from a Ni lateritic sulfuric solution using synergism caused by LIX860N-IC and Versatic 10
US4018865A (en)	1977-04-19	Solvent-extraction process for recovery and separation of metal values
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US4148631A (en)	1979-04-10	Stripping of cobalt from nickel-cobalt loaded organic
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US4372923A (en)	1983-02-08	Purification of solutions of gallium values by liquid/liquid extraction
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JPH0478693B2 (it)	1992-12-11
US4927610A (en)	1990-05-22	Method for extracting copper, silver and related metals
US3658512A (en)	1972-04-25	Metal extraction
Mahmoud et al.	1997	Carrier-mediated transport of molybdenum (VI) through supported liquid membranes
US5068037A (en)	1991-11-26	Removal of Fe.sup.(II) from hydroxylamine sulfate solution