GB1580799A - Process for the preparation of copper values from aqueous solutions - Google Patents

Process for the preparation of copper values from aqueous solutions Download PDF

Info

Publication number: GB1580799A
Authority: GB; United Kingdom
Prior art keywords: mixture; dioxime; group; general formula; alkyl
Prior art date: 1976-12-09
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

GB51470/76A

Other languages

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.)

SHELL INT RESEARCH

Shell Internationale Research Maatschappij BV

Original Assignee

SHELL INT RESEARCH

Shell Internationale Research Maatschappij 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.)

1976-12-09

Filing date

1976-12-09

Publication date

1980-12-03

1976-12-09 Application filed by SHELL INT RESEARCH, Shell Internationale Research Maatschappij BV filed Critical SHELL INT RESEARCH

1976-12-09 Priority to GB51470/76A priority Critical patent/GB1580799A/en

1977-10-25 Priority to CA289,434A priority patent/CA1093537A/en

1977-11-21 Priority to ZM8477A priority patent/ZM8477A1/xx

1977-12-06 Priority to YU2869/77A priority patent/YU40315B/xx

1977-12-07 Priority to PL1977202702A priority patent/PL108918B1/pl

1977-12-07 Priority to JP14621277A priority patent/JPS5371695A/ja

1977-12-07 Priority to ZA00777301A priority patent/ZA777301B/xx

1977-12-07 Priority to DE19772754539 priority patent/DE2754539A1/de

1977-12-07 Priority to AU31296/77A priority patent/AU516884B2/en

1977-12-07 Priority to BE183242A priority patent/BE861592A/xx

1977-12-07 Priority to SU772553702A priority patent/SU731906A3/ru

1977-12-07 Priority to ES464827A priority patent/ES464827A1/es

1980-12-03 Publication of GB1580799A publication Critical patent/GB1580799A/en

Status Expired legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims description 46
239000010949 copper Substances 0.000 title claims description 33
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title claims description 30
229910052802 copper Inorganic materials 0.000 title claims description 30
239000007864 aqueous solution Substances 0.000 title claims description 22
238000002360 preparation method Methods 0.000 title claims description 8
239000000203 mixture Substances 0.000 claims description 111
125000004432 carbon atom Chemical group C* 0.000 claims description 58
125000000217 alkyl group Chemical group 0.000 claims description 54
150000001875 compounds Chemical class 0.000 claims description 27
238000000605 extraction Methods 0.000 claims description 25
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 24
238000002474 experimental method Methods 0.000 claims description 23
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 21
125000003118 aryl group Chemical group 0.000 claims description 21
239000000243 solution Substances 0.000 claims description 20
229910052799 carbon Inorganic materials 0.000 claims description 16
150000002923 oximes Chemical class 0.000 claims description 15
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 14
230000002378 acidificating effect Effects 0.000 claims description 13
230000000052 comparative effect Effects 0.000 claims description 13
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 12
239000003960 organic solvent Substances 0.000 claims description 11
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 10
230000029936 alkylation Effects 0.000 claims description 10
238000005804 alkylation reaction Methods 0.000 claims description 10
125000001183 hydrocarbyl group Chemical group 0.000 claims description 10
WXJZPOXTTCENPW-UHFFFAOYSA-N 1-(4-dodecylnaphthalen-1-yl)propan-1-one Chemical compound C1=CC=C2C(CCCCCCCCCCCC)=CC=C(C(=O)CC)C2=C1 WXJZPOXTTCENPW-UHFFFAOYSA-N 0.000 claims description 8
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 8
JRZJOMJEPLMPRA-UHFFFAOYSA-N 1-nonene Chemical compound CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 7
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 7
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
238000000926 separation method Methods 0.000 claims description 7
125000001424 substituent group Chemical group 0.000 claims description 7
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 5
229910052938 sodium sulfate Inorganic materials 0.000 claims description 5
235000011152 sodium sulphate Nutrition 0.000 claims description 5
238000000638 solvent extraction Methods 0.000 claims description 5
WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 claims description 4
WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 claims description 4
239000012346 acetyl chloride Substances 0.000 claims description 4
229960004592 isopropanol Drugs 0.000 claims description 4
239000007788 liquid Substances 0.000 claims description 4
238000000622 liquid--liquid extraction Methods 0.000 claims description 4
125000000962 organic group Chemical group 0.000 claims description 4
239000012169 petroleum derived wax Substances 0.000 claims description 4
235000019381 petroleum wax Nutrition 0.000 claims description 4
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 4
238000004227 thermal cracking Methods 0.000 claims description 4
HRGVKYYMAZJEGB-UHFFFAOYSA-N N-(9-hydroxyiminohexadecan-8-ylidene)hydroxylamine Chemical group CCCCCCCC(C(CCCCCCC)=NO)=NO HRGVKYYMAZJEGB-UHFFFAOYSA-N 0.000 claims description 3
OJLHELDDZKBRFL-UHFFFAOYSA-N N-[1-(4-dodecylnaphthalen-1-yl)-1-hydroxyiminopropan-2-ylidene]hydroxylamine Chemical compound C(CCCCCCCCCCC)C1=CC=C(C2=CC=CC=C12)C(C(C)=NO)=NO OJLHELDDZKBRFL-UHFFFAOYSA-N 0.000 claims description 3
238000004458 analytical method Methods 0.000 claims description 3
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
238000004128 high performance liquid chromatography Methods 0.000 claims description 3
229910052742 iron Inorganic materials 0.000 claims description 3
RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 claims description 3
238000010992 reflux Methods 0.000 claims description 3
238000005406 washing Methods 0.000 claims description 3
VVKQBWYLJBJNST-UHFFFAOYSA-N 1-(4-dodecylnaphthalen-1-yl)-2-hydroxyiminopropan-1-one Chemical compound C1=CC=C2C(CCCCCCCCCCCC)=CC=C(C(=O)C(C)=NO)C2=C1 VVKQBWYLJBJNST-UHFFFAOYSA-N 0.000 claims description 2
DHCPJFGMGUUQSF-UHFFFAOYSA-N N-(2-hydroxyimino-4-nonylcyclohexylidene)hydroxylamine Chemical class C(CCCCCCCC)C1CC(C(CC1)=NO)=NO DHCPJFGMGUUQSF-UHFFFAOYSA-N 0.000 claims description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
KFTHGQZJWAXFGG-UHFFFAOYSA-N N-(1-hydroxyiminopropan-2-ylidene)hydroxylamine Chemical class ON=C(C)C=NO KFTHGQZJWAXFGG-UHFFFAOYSA-N 0.000 claims 1
-1 aliphatic oximes Chemical class 0.000 description 12
238000003756 stirring Methods 0.000 description 11
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 9
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
239000010410 layer Substances 0.000 description 6
239000012074 organic phase Substances 0.000 description 6
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
239000012044 organic layer Substances 0.000 description 4
239000012071 phase Substances 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
125000003342 alkenyl group Chemical group 0.000 description 3
125000005418 aryl aryl group Chemical group 0.000 description 3
125000000753 cycloalkyl group Chemical group 0.000 description 3
LJHFIVQEAFAURQ-UHFFFAOYSA-N glyoxime Chemical class ON=CC=NO LJHFIVQEAFAURQ-UHFFFAOYSA-N 0.000 description 3
125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
239000003350 kerosene Substances 0.000 description 3
239000002904 solvent Substances 0.000 description 3
125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
YCBRZJYZKWMUBG-UHFFFAOYSA-N 2-(C-benzyl-N-hydroxycarbonimidoyl)-4-nonylphenol Chemical compound CCCCCCCCCC1=CC=C(O)C(C(CC=2C=CC=CC=2)=NO)=C1 YCBRZJYZKWMUBG-UHFFFAOYSA-N 0.000 description 2
JWLRQNQOJOZVOX-UHFFFAOYSA-N 2-(N-hydroxy-C-methylcarbonimidoyl)-4-nonylphenol Chemical class CCCCCCCCCC1=CC=C(O)C(C(C)=NO)=C1 JWLRQNQOJOZVOX-UHFFFAOYSA-N 0.000 description 2
CROPCLKVTSNPEY-UHFFFAOYSA-N 2-(N-hydroxy-C-phenylcarbonimidoyl)-4-nonylphenol Chemical class CCCCCCCCCC1=CC=C(O)C(C(=NO)C=2C=CC=CC=2)=C1 CROPCLKVTSNPEY-UHFFFAOYSA-N 0.000 description 2
HZXQKZWVTDAZAE-UHFFFAOYSA-N 2-(N-hydroxy-C-phenylcarbonimidoyl)phenol Chemical class C=1C=CC=C(O)C=1C(=NO)C1=CC=CC=C1 HZXQKZWVTDAZAE-UHFFFAOYSA-N 0.000 description 2
PRRPUEWAMYRKPC-UHFFFAOYSA-N 2-hydroxyiminoacetaldehyde Chemical class ON=CC=O PRRPUEWAMYRKPC-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
125000003545 alkoxy group Chemical group 0.000 description 2
125000004453 alkoxycarbonyl group Chemical group 0.000 description 2
125000004414 alkyl thio group Chemical group 0.000 description 2
230000002152 alkylating effect Effects 0.000 description 2
239000008346 aqueous phase Substances 0.000 description 2
125000004104 aryloxy group Chemical group 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
229910000041 hydrogen chloride Inorganic materials 0.000 description 2
238000002955 isolation Methods 0.000 description 2
125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
238000006146 oximation reaction Methods 0.000 description 2
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
239000002243 precursor Substances 0.000 description 2
229920006395 saturated elastomer Polymers 0.000 description 2
239000011343 solid material Substances 0.000 description 2
125000000547 substituted alkyl group Chemical group 0.000 description 2
229910021653 sulphate ion Inorganic materials 0.000 description 2
239000001117 sulphuric acid Substances 0.000 description 2
235000011149 sulphuric acid Nutrition 0.000 description 2
WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
KNKRKFALVUDBJE-UHFFFAOYSA-N 1,2-dichloropropane Chemical compound CC(Cl)CCl KNKRKFALVUDBJE-UHFFFAOYSA-N 0.000 description 1
OLGWQHUJCKJMLI-UHFFFAOYSA-N 2,4-ditert-butyl-6-(hydroxyiminomethyl)phenol Chemical compound CC(C)(C)C1=CC(C=NO)=C(O)C(C(C)(C)C)=C1 OLGWQHUJCKJMLI-UHFFFAOYSA-N 0.000 description 1
NPSQMCNZRDJFEM-UHFFFAOYSA-N 2-(hydroxyiminomethyl)-4,6-bis(2-methylbutan-2-yl)phenol Chemical compound CCC(C)(C)C1=CC(C=NO)=C(O)C(C(C)(C)CC)=C1 NPSQMCNZRDJFEM-UHFFFAOYSA-N 0.000 description 1
NNXRXBNAQZJEMC-UHFFFAOYSA-N 2-(hydroxyiminomethyl)-4,6-di(pentan-2-yl)phenol Chemical compound OC1=C(C=NO)C=C(C=C1C(CCC)C)C(CCC)C NNXRXBNAQZJEMC-UHFFFAOYSA-N 0.000 description 1
QSWRBFIQTJUYGA-UHFFFAOYSA-N 2-(hydroxyiminomethyl)-4-octylphenol Chemical compound CCCCCCCCC1=CC=C(O)C(C=NO)=C1 QSWRBFIQTJUYGA-UHFFFAOYSA-N 0.000 description 1
UWGTVLYQSJNUFP-CAPFRKAQSA-N 4-dodecyl-2-[(E)-hydroxyiminomethyl]phenol Chemical compound [H]\C(=N/O)C1=CC(CCCCCCCCCCCC)=CC=C1O UWGTVLYQSJNUFP-CAPFRKAQSA-N 0.000 description 1
JPVAJIHITBSSAM-UHFFFAOYSA-N 4-tert-butyl-2-(hydroxyiminomethyl)phenol Chemical compound CC(C)(C)C1=CC=C(O)C(C=NO)=C1 JPVAJIHITBSSAM-UHFFFAOYSA-N 0.000 description 1
SLCANKHLTWZHRV-UHFFFAOYSA-N 5,8-diethyl-7-hydroxyiminododecan-6-ol Chemical compound CCCCC(CC)C(O)C(=NO)C(CC)CCCC SLCANKHLTWZHRV-UHFFFAOYSA-N 0.000 description 1
101100515508 Arabidopsis thaliana XI-D gene Proteins 0.000 description 1
ZNSMNVMLTJELDZ-UHFFFAOYSA-N Bis(2-chloroethyl)ether Chemical compound ClCCOCCCl ZNSMNVMLTJELDZ-UHFFFAOYSA-N 0.000 description 1
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Chemical group CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
150000008062 acetophenones Chemical class 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000004996 alkyl benzenes Chemical class 0.000 description 1
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 1
125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
125000002511 behenyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000009835 boiling Methods 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000002837 carbocyclic group Chemical group 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
150000001879 copper Chemical class 0.000 description 1
150000004699 copper complex Chemical class 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 description 1
125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
238000005868 electrolysis reaction Methods 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
238000001914 filtration Methods 0.000 description 1
125000002541 furyl group Chemical group 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
NXPHCVPFHOVZBC-UHFFFAOYSA-N hydroxylamine;sulfuric acid Chemical compound ON.OS(O)(=O)=O NXPHCVPFHOVZBC-UHFFFAOYSA-N 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
SKRDXYBATCVEMS-UHFFFAOYSA-N isopropyl nitrite Chemical compound CC(C)ON=O SKRDXYBATCVEMS-UHFFFAOYSA-N 0.000 description 1
125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000001624 naphthyl group Chemical group 0.000 description 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000004076 pyridyl group Chemical group 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000011084 recovery Methods 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000000725 suspension Substances 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
125000001302 tertiary amino group Chemical group 0.000 description 1
229950011008 tetrachloroethylene Drugs 0.000 description 1
239000008096 xylene Substances 0.000 description 1
150000003738 xylenes Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01G—COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F
- C01G3/00—Compounds of copper
- C01G3/003—Preparation involving a liquid-liquid extraction, an adsorption or an ion-exchange
- 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
- 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

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

GB51470/76A 1976-12-09 1976-12-09 Process for the preparation of copper values from aqueous solutions Expired GB1580799A (en)

Priority Applications (12)

Application Number	Priority Date	Filing Date	Title
GB51470/76A GB1580799A (en)	1976-12-09	1976-12-09	Process for the preparation of copper values from aqueous solutions
CA289,434A CA1093537A (en)	1976-12-09	1977-10-25	Oximes and process for the separation of copper values from aqueous solutions
ZM8477A ZM8477A1 (en)	1976-12-09	1977-11-21	Process for the separation of copper values from aqueous solutions
YU2869/77A YU40315B (en)	1976-12-09	1977-12-06	Process for the elimination of copper values from an acidic aqueous solution by mens of a liquid-liquid extraction
PL1977202702A PL108918B1 (en)	1976-12-09	1977-12-07	Method of isolating copper from acid aqueous solutions
JP14621277A JPS5371695A (en)	1976-12-09	1977-12-07	Liquiddliquid extraction separation method of valued copper* new liquid extracting agent* new compound and method of making same compound
ZA00777301A ZA777301B (en)	1976-12-09	1977-12-07	Process for the separation of copper values from aqueous solutions
DE19772754539 DE2754539A1 (de)	1976-12-09	1977-12-07	Verfahren zur abtrennung von kupfer aus kupfer enthaltenden sauren waessrigen loesungen mittels fluessig-fluessig-extraktion
AU31296/77A AU516884B2 (en)	1976-12-09	1977-12-07	Separation of copper values from aqueous solutions
BE183242A BE861592A (fr)	1976-12-09	1977-12-07	Procede de separation de cuivre de solution aqueuse
SU772553702A SU731906A3 (ru)	1976-12-09	1977-12-07	Способ извлечени меди из кислых растворов экстракцией
ES464827A ES464827A1 (es)	1976-12-09	1977-12-07	Un procedimiento para la separacion, por extraccion liquido-liquido, de cantidades valiosas de cobre a partir de una so-lucion acuosa acida.

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB51470/76A GB1580799A (en)	1976-12-09	1976-12-09	Process for the preparation of copper values from aqueous solutions

Publications (1)

Publication Number	Publication Date
GB1580799A true GB1580799A (en)	1980-12-03

Family

ID=10460150

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
GB51470/76A Expired GB1580799A (en)	1976-12-09	1976-12-09	Process for the preparation of copper values from aqueous solutions

Country Status (12)

Country	Link
JP (1)	JPS5371695A (es)
AU (1)	AU516884B2 (es)
BE (1)	BE861592A (es)
CA (1)	CA1093537A (es)
DE (1)	DE2754539A1 (es)
ES (1)	ES464827A1 (es)
GB (1)	GB1580799A (es)
PL (1)	PL108918B1 (es)
SU (1)	SU731906A3 (es)
YU (1)	YU40315B (es)
ZA (1)	ZA777301B (es)
ZM (1)	ZM8477A1 (es)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0362116A3 (en) *	1988-09-30	1990-08-08	Sherex Chemical Company, Inc.	Dioxime kinetic enhancer for solvent extraction of gallium from basic aqueous solutions thereof

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4339348A (en)	1979-02-09	1982-07-13	Kennecott Corporation	Dioxime ion exchangers
US4301124A (en)	1979-02-09	1981-11-17	Kennecott Corporation	Cobalt solvent extraction with dioxime ion exchangers
US4248837A (en) *	1979-02-09	1981-02-03	Kennecott Copper Corporation	Solvent extraction of copper, nickel with methyl hexyl dioxime
RU2155818C1 (ru) *	1999-10-06	2000-09-10	Воропанова Лидия Алексеевна	Способ экстракции меди из водных растворов
ES2291105B1 (es) *	2004-04-08	2009-02-16	Cognis Corporation	Configuracion en paralelo de series entrelazadas para plantas de extraccion de metales con disolventes.

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE1793468C3 (de) *	1968-09-21	1980-01-10	Bayer Ag, 5090 Leverkusen	Verfahren zur Herstellung von a -Oxlminoalkylketonen
GB1537828A (en) *	1975-03-26	1979-01-04	Shell Int Research	Extraction of copper values from aqueous solutions with hydroxy-oximes

1976
- 1976-12-09 GB GB51470/76A patent/GB1580799A/en not_active Expired
1977
- 1977-10-25 CA CA289,434A patent/CA1093537A/en not_active Expired
- 1977-11-21 ZM ZM8477A patent/ZM8477A1/xx unknown
- 1977-12-06 YU YU2869/77A patent/YU40315B/xx unknown
- 1977-12-07 ES ES464827A patent/ES464827A1/es not_active Expired
- 1977-12-07 ZA ZA00777301A patent/ZA777301B/xx unknown
- 1977-12-07 SU SU772553702A patent/SU731906A3/ru active
- 1977-12-07 BE BE183242A patent/BE861592A/xx not_active IP Right Cessation
- 1977-12-07 JP JP14621277A patent/JPS5371695A/ja active Pending
- 1977-12-07 AU AU31296/77A patent/AU516884B2/en not_active Expired
- 1977-12-07 DE DE19772754539 patent/DE2754539A1/de not_active Withdrawn
- 1977-12-07 PL PL1977202702A patent/PL108918B1/pl unknown

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0362116A3 (en) *	1988-09-30	1990-08-08	Sherex Chemical Company, Inc.	Dioxime kinetic enhancer for solvent extraction of gallium from basic aqueous solutions thereof

Also Published As

Publication number	Publication date
SU731906A3 (ru)	1980-04-30
PL202702A1 (pl)	1978-06-19
JPS5371695A (en)	1978-06-26
ES464827A1 (es)	1978-07-16
CA1093537A (en)	1981-01-13
YU40315B (en)	1985-12-31
YU286977A (en)	1983-01-21
PL108918B1 (en)	1980-05-31
ZA777301B (en)	1978-10-25
DE2754539A1 (de)	1978-06-15
AU3129677A (en)	1979-06-14
AU516884B2 (en)	1981-06-25
ZM8477A1 (en)	1978-07-21
BE861592A (fr)	1978-06-07

Publication	Publication Date	Title
US4173616A (en)	1979-11-06	Extraction of copper values from aqueous solution
US6177055B1 (en)	2001-01-23	Process for extracting and recovering copper
US4029704A (en)	1977-06-14	Oximes
GB1580799A (en)	1980-12-03	Process for the preparation of copper values from aqueous solutions
US3592775A (en)	1971-07-13	Compositions containing phenolic oximes and certain alpha-hydroxy aliphatic oximes
US4153809A (en)	1979-05-08	Extractive separation of glycolic acid from diglycolic acid
JPS5933651B2 (ja)	1984-08-17	ヒドロキシ−オキシムを用いて水溶液から銅有価物を抽出する方法、新規なオキシム、およびその製法
US4066652A (en)	1978-01-03	Substituted 8-hydroxyquinolines and process for the preparation thereof
US4234546A (en)	1980-11-18	Liquid/liquid extraction of nickel values
US2459540A (en)	1949-01-18	Separation of alkyl-alkoxyphenol mixtures
JPS6344539A (ja)	1988-02-25	カルボン酸、アルデヒド、ケトン、アルコ−ルおよびフエノ−ル希薄水溶液から抽出する連続的方法
US4675172A (en)	1987-06-23	Triazolopyrimidine extractants
US3294842A (en)	1966-12-27	Alpha-hydroxy oximes containing alkenyl radicals
CA1138474A (en)	1982-12-28	Process for the preparation of a 1,2-dioxime
US4205188A (en)	1980-05-27	Process for the production of hydroxybenzyl alcohols
US5993757A (en)	1999-11-30	Reoximation of metal extraction circuit organics
US4238612A (en)	1980-12-09	Process for the isomerization of derivatives of 3-vinyl-piperidine
GB1580800A (en)	1980-12-03	Aromatic oximes
US2444893A (en)	1948-07-06	Recovery of methyl ethyl ketone from azeotropic distillates by extraction with tetraethylene glycol
US3725256A (en)	1973-04-03	Process for separating aromatic hydrocarbons from mixtures thereof with paraffins and naphthene hydrocarbons
US2691048A (en)	1954-10-05	Separation of glycols and glycol ethers
EP0230499B1 (en)	1991-07-03	Process for preparing macrocyclic ketones
WO2001012589A1 (en)	2001-02-22	Method for separating copper from iron
US4269987A (en)	1981-05-26	Purification of triazoles
AU604246B2 (en)	1990-12-13	Process for extracting Gallium

Legal Events

Date	Code	Title
1981-04-23	PS	Patent sealed [section 19, patents act 1949]
1985-12-04	732	Registration of transactions, instruments or events in the register (sect. 32/1977)
1987-07-22	PCNP	Patent ceased through non-payment of renewal fee

GB1580799A - Process for the preparation of copper values from aqueous solutions - Google Patents

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Priority Applications (12)

Applications Claiming Priority (1)

Publications (1)

Family

ID=10460150

Family Applications (1)

Country Status (12)

Cited By (1)

Families Citing this family (5)

Family Cites Families (2)

Cited By (1)

Also Published As

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