DE3700326A1 - Verwendung von phosphonoalkancarbonsaeure-partialestern zur metallextraktion - Google Patents
Verwendung von phosphonoalkancarbonsaeure-partialestern zur metallextraktionInfo
- Publication number
- DE3700326A1 DE3700326A1 DE3700326A DE3700326A DE3700326A1 DE 3700326 A1 DE3700326 A1 DE 3700326A1 DE 3700326 A DE3700326 A DE 3700326A DE 3700326 A DE3700326 A DE 3700326A DE 3700326 A1 DE3700326 A1 DE 3700326A1
- Authority
- DE
- Germany
- Prior art keywords
- extraction
- reaction
- carboxylic acids
- general formula
- phosphonoalkane carboxylic
- 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- Withdrawn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
- 238000000605 extraction Methods 0.000 title claims abstract description 96
- 239000002253 acid Substances 0.000 title claims abstract description 26
- 150000002148 esters Chemical class 0.000 title claims description 48
- 229910052799 carbon Inorganic materials 0.000 title claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title description 2
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 69
- 150000001298 alcohols Chemical class 0.000 claims abstract description 55
- 229910021645 metal ion Inorganic materials 0.000 claims abstract description 47
- 238000006243 chemical reaction Methods 0.000 claims abstract description 45
- 239000000203 mixture Substances 0.000 claims abstract description 43
- 230000002378 acidificating effect Effects 0.000 claims abstract description 39
- 239000007864 aqueous solution Substances 0.000 claims abstract description 34
- 239000003960 organic solvent Substances 0.000 claims abstract description 26
- 239000000047 product Substances 0.000 claims abstract description 25
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 16
- 150000007513 acids Chemical class 0.000 claims abstract description 12
- 229910018828 PO3H2 Inorganic materials 0.000 claims abstract description 10
- 150000001735 carboxylic acids Chemical class 0.000 claims description 95
- 239000002904 solvent Substances 0.000 claims description 44
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 40
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 claims description 37
- 238000005886 esterification reaction Methods 0.000 claims description 28
- -1 for example Natural products 0.000 claims description 28
- NPSJHQMIVNJLNN-UHFFFAOYSA-N 2-ethylhexyl 4-nitrobenzoate Chemical compound CCCCC(CC)COC(=O)C1=CC=C([N+]([O-])=O)C=C1 NPSJHQMIVNJLNN-UHFFFAOYSA-N 0.000 claims description 26
- 239000004808 2-ethylhexylester Substances 0.000 claims description 26
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 18
- 229910052751 metal Inorganic materials 0.000 claims description 18
- 239000002184 metal Substances 0.000 claims description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- 230000000052 comparative effect Effects 0.000 claims description 15
- 150000002500 ions Chemical class 0.000 claims description 14
- SQCGCSDAPBUORZ-UHFFFAOYSA-N 2,3-diphosphonobutanedioic acid Chemical compound OC(=O)C(P(O)(O)=O)C(C(O)=O)P(O)(O)=O SQCGCSDAPBUORZ-UHFFFAOYSA-N 0.000 claims description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 13
- 229910052742 iron Inorganic materials 0.000 claims description 13
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 claims description 12
- 230000032050 esterification Effects 0.000 claims description 12
- XUYJLQHKOGNDPB-UHFFFAOYSA-N phosphonoacetic acid Chemical compound OC(=O)CP(O)(O)=O XUYJLQHKOGNDPB-UHFFFAOYSA-N 0.000 claims description 12
- 239000000243 solution Substances 0.000 claims description 12
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 9
- 229910052787 antimony Inorganic materials 0.000 claims description 9
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 9
- 229910017052 cobalt Inorganic materials 0.000 claims description 9
- 239000010941 cobalt Substances 0.000 claims description 9
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 9
- 229910052759 nickel Inorganic materials 0.000 claims description 9
- 229910052725 zinc Inorganic materials 0.000 claims description 9
- 239000011701 zinc Substances 0.000 claims description 9
- NMRPBPVERJPACX-UHFFFAOYSA-N (3S)-octan-3-ol Natural products CCCCCC(O)CC NMRPBPVERJPACX-UHFFFAOYSA-N 0.000 claims description 8
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical group OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 8
- LDTZSTJLVYBEKB-UHFFFAOYSA-N butedronic acid Chemical compound OC(=O)CC(C(O)=O)C(P(O)(O)=O)P(O)(O)=O LDTZSTJLVYBEKB-UHFFFAOYSA-N 0.000 claims description 8
- 150000007942 carboxylates Chemical group 0.000 claims description 8
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 7
- 229910052797 bismuth Inorganic materials 0.000 claims description 7
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 claims description 7
- 229910052802 copper Inorganic materials 0.000 claims description 7
- 239000010949 copper Substances 0.000 claims description 7
- 229910001385 heavy metal Inorganic materials 0.000 claims description 7
- 239000011541 reaction mixture Substances 0.000 claims description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- 239000008139 complexing agent Substances 0.000 claims description 6
- 239000008151 electrolyte solution Substances 0.000 claims description 6
- 229940021013 electrolyte solution Drugs 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 6
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical group [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 6
- 239000011877 solvent mixture Substances 0.000 claims description 6
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 5
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 5
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 5
- 150000008282 halocarbons Chemical class 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 4
- 239000002841 Lewis acid Substances 0.000 claims description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 4
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims description 4
- 239000003929 acidic solution Substances 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 230000015572 biosynthetic process Effects 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 4
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 claims description 4
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims description 4
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 4
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 claims description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 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 claims description 4
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 239000003350 kerosene Substances 0.000 claims description 4
- 150000007517 lewis acids Chemical class 0.000 claims description 4
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 claims description 4
- 150000002739 metals Chemical class 0.000 claims description 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 4
- 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 claims description 4
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 claims description 4
- ZJAOAACCNHFJAH-UHFFFAOYSA-N phosphonoformic acid Chemical compound OC(=O)P(O)(O)=O ZJAOAACCNHFJAH-UHFFFAOYSA-N 0.000 claims description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims description 4
- 239000008096 xylene Substances 0.000 claims description 4
- COKIOUWMXONTKQ-UHFFFAOYSA-N 1-phosphonopropane-1,2,3-tricarboxylic acid Chemical compound OC(=O)CC(C(O)=O)C(C(O)=O)P(O)(O)=O COKIOUWMXONTKQ-UHFFFAOYSA-N 0.000 claims description 3
- 150000001336 alkenes Chemical class 0.000 claims description 3
- 150000005690 diesters Chemical class 0.000 claims description 3
- 238000002474 experimental method Methods 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- AZUYLZMQTIKGSC-UHFFFAOYSA-N 1-[6-[4-(5-chloro-6-methyl-1H-indazol-4-yl)-5-methyl-3-(1-methylindazol-5-yl)pyrazol-1-yl]-2-azaspiro[3.3]heptan-2-yl]prop-2-en-1-one Chemical compound ClC=1C(=C2C=NNC2=CC=1C)C=1C(=NN(C=1C)C1CC2(CN(C2)C(C=C)=O)C1)C=1C=C2C=NN(C2=CC=1)C AZUYLZMQTIKGSC-UHFFFAOYSA-N 0.000 claims description 2
- HBNHERBDTFCPLS-UHFFFAOYSA-N 2,3-diphosphonobutanedioic acid;dihydrate Chemical compound O.O.OC(=O)C(P(O)(O)=O)C(C(O)=O)P(O)(O)=O HBNHERBDTFCPLS-UHFFFAOYSA-N 0.000 claims description 2
- KOEWLEWPIAXFNA-UHFFFAOYSA-N 2-phosphonopropane-1,2,3-tricarboxylic acid Chemical compound OC(=O)CC(P(O)(O)=O)(C(O)=O)CC(O)=O KOEWLEWPIAXFNA-UHFFFAOYSA-N 0.000 claims description 2
- 229910015900 BF3 Inorganic materials 0.000 claims description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical class CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 2
- 101000669528 Homo sapiens Tachykinin-4 Proteins 0.000 claims description 2
- 238000005481 NMR spectroscopy Methods 0.000 claims description 2
- OKUGPJPKMAEJOE-UHFFFAOYSA-N S-propyl dipropylcarbamothioate Chemical compound CCCSC(=O)N(CCC)CCC OKUGPJPKMAEJOE-UHFFFAOYSA-N 0.000 claims description 2
- 102100039365 Tachykinin-4 Human genes 0.000 claims description 2
- 239000003377 acid catalyst Substances 0.000 claims description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 150000001733 carboxylic acid esters Chemical class 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 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 claims description 2
- XQRLCLUYWUNEEH-UHFFFAOYSA-L diphosphonate(2-) Chemical compound [O-]P(=O)OP([O-])=O XQRLCLUYWUNEEH-UHFFFAOYSA-L 0.000 claims description 2
- 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 claims description 2
- 239000000839 emulsion Substances 0.000 claims description 2
- 229960005102 foscarnet Drugs 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 230000014759 maintenance of location Effects 0.000 claims 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 claims description 2
- 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 2
- 229940078552 o-xylene Drugs 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 235000005985 organic acids Nutrition 0.000 claims description 2
- 239000012074 organic phase Substances 0.000 claims description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 2
- 230000000737 periodic effect Effects 0.000 claims description 2
- 239000012071 phase Substances 0.000 claims description 2
- 239000003495 polar organic solvent Substances 0.000 claims description 2
- 230000001681 protective effect Effects 0.000 claims description 2
- 239000000376 reactant Substances 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- 238000000638 solvent extraction Methods 0.000 claims description 2
- 238000003756 stirring Methods 0.000 claims description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims description 2
- 235000011149 sulphuric acid Nutrition 0.000 claims description 2
- 238000003786 synthesis reaction Methods 0.000 claims description 2
- 229910052713 technetium Inorganic materials 0.000 claims description 2
- GKLVYJBZJHMRIY-UHFFFAOYSA-N technetium atom Chemical compound [Tc] GKLVYJBZJHMRIY-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims description 2
- 150000005691 triesters Chemical class 0.000 claims description 2
- 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 claims description 2
- 150000003738 xylenes Chemical class 0.000 claims description 2
- 230000000536 complexating effect Effects 0.000 claims 1
- 238000010668 complexation reaction Methods 0.000 claims 1
- 238000011403 purification operation Methods 0.000 claims 1
- 239000007858 starting material Substances 0.000 claims 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 description 2
- DLEPCXYNAPUMDZ-UHFFFAOYSA-N butan-2-ylphosphonic acid Chemical compound CCC(C)P(O)(O)=O DLEPCXYNAPUMDZ-UHFFFAOYSA-N 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000012432 intermediate storage Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
Classifications
-
- 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
- C22B3/38—Treatment or purification of solutions, e.g. obtained by leaching by liquid-liquid extraction using organic compounds containing phosphorus
- C22B3/386—Polyphosphoric oxyacids, or derivatives thereof
-
- 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
- C22B3/38—Treatment or purification of solutions, e.g. obtained by leaching by liquid-liquid extraction using organic compounds containing phosphorus
- C22B3/384—Pentavalent phosphorus oxyacids, esters thereof
- C22B3/3844—Phosphonic acid, e.g. H2P(O)(OH)2
-
- 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
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Manufacturing & Machinery (AREA)
- Geochemistry & Mineralogy (AREA)
- Geology (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Environmental & Geological Engineering (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Organic Chemistry (AREA)
- Manufacture And Refinement Of Metals (AREA)
- Extraction Or Liquid Replacement (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (14)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3700326A DE3700326A1 (de) | 1987-01-08 | 1987-01-08 | Verwendung von phosphonoalkancarbonsaeure-partialestern zur metallextraktion |
| DE8787119193T DE3782639D1 (de) | 1987-01-08 | 1987-12-24 | Verwendung von phosphonoalkancarbonsaeure-partialestern zur metallextraktion. |
| AT87119193T ATE82331T1 (de) | 1987-01-08 | 1987-12-24 | Verwendung von phosphonoalkancarbonsaeurepartialestern zur metallextraktion. |
| EP87119193A EP0274120B1 (de) | 1987-01-08 | 1987-12-24 | Verwendung von Phosphonoalkancarbonsäure-Partialestern zur Metallextraktion |
| ES87119193T ES2052543T3 (es) | 1987-01-08 | 1987-12-24 | Empleo de esteres parciales del acido fosfonoalcancarboxilico para la extraccion de metales. |
| PT86497A PT86497B (pt) | 1987-01-08 | 1988-01-06 | Processo para a extracao de ioes metalicos com utilizacao de esteres parciais de acidos fosfonoalcanoicos |
| PL27000888A PL270008A1 (en) | 1987-01-08 | 1988-01-06 | Method for ion extraction from acidic water solutions |
| ZA880097A ZA8897B (en) | 1987-01-08 | 1988-01-07 | The use of phosphonoalkanecarboxylic acid partial esters for the extraction of metals |
| NO880053A NO880053L (no) | 1987-01-08 | 1988-01-07 | Anvendelse av fosfonoalkarboksylsyrepartialestere til metallekstrahering. |
| BR8800038A BR8800038A (pt) | 1987-01-08 | 1988-01-07 | Utilizacao de produtos da reacao de acido fosfonoalcanocarboxilicos com alcoois,ou de misturas de tais produtos de reacao |
| AU10013/88A AU596264B2 (en) | 1987-01-08 | 1988-01-07 | The use of phosphonoalkanecarboxylic acid partial esters for the extraction of metals |
| JP63003033A JPS63183135A (ja) | 1987-01-08 | 1988-01-08 | ホスホノアルカンカルボン酸部分エステル系金属イオン抽出剤 |
| TR40/88A TR23343A (tr) | 1987-01-08 | 1988-01-08 | Metal ekstraksiyonu icin fosfonoalkan korbonik asit parsiyel ester'lerinin kullanimi |
| GR930400111T GR3006859T3 (enExample) | 1987-01-08 | 1993-01-21 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3700326A DE3700326A1 (de) | 1987-01-08 | 1987-01-08 | Verwendung von phosphonoalkancarbonsaeure-partialestern zur metallextraktion |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3700326A1 true DE3700326A1 (de) | 1988-07-21 |
Family
ID=6318535
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE3700326A Withdrawn DE3700326A1 (de) | 1987-01-08 | 1987-01-08 | Verwendung von phosphonoalkancarbonsaeure-partialestern zur metallextraktion |
| DE8787119193T Expired - Fee Related DE3782639D1 (de) | 1987-01-08 | 1987-12-24 | Verwendung von phosphonoalkancarbonsaeure-partialestern zur metallextraktion. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8787119193T Expired - Fee Related DE3782639D1 (de) | 1987-01-08 | 1987-12-24 | Verwendung von phosphonoalkancarbonsaeure-partialestern zur metallextraktion. |
Country Status (13)
| Country | Link |
|---|---|
| EP (1) | EP0274120B1 (enExample) |
| JP (1) | JPS63183135A (enExample) |
| AT (1) | ATE82331T1 (enExample) |
| AU (1) | AU596264B2 (enExample) |
| BR (1) | BR8800038A (enExample) |
| DE (2) | DE3700326A1 (enExample) |
| ES (1) | ES2052543T3 (enExample) |
| GR (1) | GR3006859T3 (enExample) |
| NO (1) | NO880053L (enExample) |
| PL (1) | PL270008A1 (enExample) |
| PT (1) | PT86497B (enExample) |
| TR (1) | TR23343A (enExample) |
| ZA (1) | ZA8897B (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP7220904B2 (ja) * | 2018-03-07 | 2023-02-13 | 国立研究開発法人量子科学技術研究開発機構 | グルカミン誘導体、グルカミン誘導体からなる金属吸着剤、グルカミン誘導体からなる金属吸着剤を備える金属抽出装置、金属抽出キット |
| WO2024058215A1 (ja) * | 2022-09-15 | 2024-03-21 | 富士フイルム株式会社 | 金属イオンの分離回収方法及び酸性金属抽出剤 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2325360A1 (fr) * | 1975-09-29 | 1977-04-22 | Henkel & Cie Gmbh | Compositions pour l'etablissement de diagnostics radiologiques au technetium 99m |
| EP0059897A2 (de) * | 1981-03-05 | 1982-09-15 | Henkel Kommanditgesellschaft auf Aktien | Verfahren zur Herstellung von Alkalimetallsalzen der 1-Phosphonopropan-1,2,3-tricarbonsäure |
| DE2217692C3 (de) * | 1972-04-13 | 1984-10-18 | Henkel KGaA, 4000 Düsseldorf | Komplexbildner mit mehrwertigen Metallionen |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5929697A (ja) * | 1982-08-12 | 1984-02-16 | Sakai Chem Ind Co Ltd | ホスホン酸エステル、ホスホン酸エステルの製造方法ホスホン酸エステルを含有する金属抽出剤 |
| JPS59162138A (ja) * | 1983-03-03 | 1984-09-13 | Sakai Chem Ind Co Ltd | 硫酸酸性水溶液中のアンチモンおよびビスマスの抽出法 |
-
1987
- 1987-01-08 DE DE3700326A patent/DE3700326A1/de not_active Withdrawn
- 1987-12-24 ES ES87119193T patent/ES2052543T3/es not_active Expired - Lifetime
- 1987-12-24 EP EP87119193A patent/EP0274120B1/de not_active Expired - Lifetime
- 1987-12-24 AT AT87119193T patent/ATE82331T1/de not_active IP Right Cessation
- 1987-12-24 DE DE8787119193T patent/DE3782639D1/de not_active Expired - Fee Related
-
1988
- 1988-01-06 PL PL27000888A patent/PL270008A1/xx unknown
- 1988-01-06 PT PT86497A patent/PT86497B/pt not_active IP Right Cessation
- 1988-01-07 AU AU10013/88A patent/AU596264B2/en not_active Ceased
- 1988-01-07 NO NO880053A patent/NO880053L/no unknown
- 1988-01-07 BR BR8800038A patent/BR8800038A/pt unknown
- 1988-01-07 ZA ZA880097A patent/ZA8897B/xx unknown
- 1988-01-08 JP JP63003033A patent/JPS63183135A/ja active Pending
- 1988-01-08 TR TR40/88A patent/TR23343A/xx unknown
-
1993
- 1993-01-21 GR GR930400111T patent/GR3006859T3/el unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2217692C3 (de) * | 1972-04-13 | 1984-10-18 | Henkel KGaA, 4000 Düsseldorf | Komplexbildner mit mehrwertigen Metallionen |
| FR2325360A1 (fr) * | 1975-09-29 | 1977-04-22 | Henkel & Cie Gmbh | Compositions pour l'etablissement de diagnostics radiologiques au technetium 99m |
| EP0059897A2 (de) * | 1981-03-05 | 1982-09-15 | Henkel Kommanditgesellschaft auf Aktien | Verfahren zur Herstellung von Alkalimetallsalzen der 1-Phosphonopropan-1,2,3-tricarbonsäure |
Also Published As
| Publication number | Publication date |
|---|---|
| TR23343A (tr) | 1989-12-14 |
| PT86497A (en) | 1988-02-01 |
| NO880053L (no) | 1988-07-11 |
| AU596264B2 (en) | 1990-04-26 |
| JPS63183135A (ja) | 1988-07-28 |
| GR3006859T3 (enExample) | 1993-06-30 |
| AU1001388A (en) | 1988-07-14 |
| EP0274120A3 (en) | 1989-10-25 |
| BR8800038A (pt) | 1988-08-02 |
| EP0274120A2 (de) | 1988-07-13 |
| PL270008A1 (en) | 1988-09-29 |
| DE3782639D1 (de) | 1992-12-17 |
| PT86497B (pt) | 1991-02-08 |
| ATE82331T1 (de) | 1992-11-15 |
| ES2052543T3 (es) | 1994-07-16 |
| ZA8897B (en) | 1988-07-08 |
| NO880053D0 (no) | 1988-01-07 |
| EP0274120B1 (de) | 1992-11-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8110 | Request for examination paragraph 44 | ||
| 8130 | Withdrawal |