BRPI1103517A2 - mineral extractant and copper recovery process - Google Patents
mineral extractant and copper recovery process Download PDFInfo
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- BRPI1103517A2 BRPI1103517A2 BRPI1103517-0A2A BRPI1103517A BRPI1103517A2 BR PI1103517 A2 BRPI1103517 A2 BR PI1103517A2 BR PI1103517 A BRPI1103517 A BR PI1103517A BR PI1103517 A2 BRPI1103517 A2 BR PI1103517A2
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- Brazil
- Prior art keywords
- copper
- salicylaldoxime
- octyloxy
- extractant
- oxime
- Prior art date
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- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title claims abstract description 36
- 229910052802 copper Inorganic materials 0.000 title claims abstract description 36
- 239000010949 copper Substances 0.000 title claims abstract description 36
- 238000011084 recovery Methods 0.000 title abstract description 8
- 229910052500 inorganic mineral Inorganic materials 0.000 title abstract description 7
- 239000011707 mineral Substances 0.000 title abstract description 7
- -1 5-octyloxy salicylaldoxime Chemical compound 0.000 claims abstract description 32
- 150000002923 oximes Chemical class 0.000 claims abstract description 22
- 238000000034 method Methods 0.000 claims abstract description 21
- 230000008569 process Effects 0.000 claims abstract description 15
- ORIHZIZPTZTNCU-YVMONPNESA-N salicylaldoxime Chemical compound O\N=C/C1=CC=CC=C1O ORIHZIZPTZTNCU-YVMONPNESA-N 0.000 claims abstract description 6
- 229910001779 copper mineral Inorganic materials 0.000 claims abstract description 3
- 229910052751 metal Inorganic materials 0.000 claims description 28
- 239000002184 metal Substances 0.000 claims description 28
- 239000000243 solution Substances 0.000 claims description 23
- 239000007864 aqueous solution Substances 0.000 claims description 19
- 239000012074 organic phase Substances 0.000 claims description 9
- 239000003960 organic solvent Substances 0.000 claims description 7
- 239000008346 aqueous phase Substances 0.000 claims description 6
- 238000009854 hydrometallurgy Methods 0.000 abstract description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 150000002739 metals Chemical class 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 238000000605 extraction Methods 0.000 description 6
- 239000012071 phase Substances 0.000 description 6
- VMKOFRJSULQZRM-UHFFFAOYSA-N 1-bromooctane Chemical compound CCCCCCCCBr VMKOFRJSULQZRM-UHFFFAOYSA-N 0.000 description 5
- 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 5
- HFRUPPHPJRZOCM-UHFFFAOYSA-N 4-octoxyphenol Chemical compound CCCCCCCCOC1=CC=C(O)C=C1 HFRUPPHPJRZOCM-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 239000011777 magnesium Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000000638 solvent extraction Methods 0.000 description 4
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000001460 carbon-13 nuclear magnetic resonance spectrum Methods 0.000 description 3
- 229910052749 magnesium Inorganic materials 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- MJUVQSGLWOGIOB-GHRIWEEISA-N 2-[(E)-hydroxyiminomethyl]-4-nonylphenol Chemical compound [H]\C(=N/O)C1=CC(CCCCCCCCC)=CC=C1O MJUVQSGLWOGIOB-GHRIWEEISA-N 0.000 description 2
- MTBLCSJCQJZFSI-UHFFFAOYSA-N 4-heptyl-2-(hydroxyiminomethyl)phenol Chemical class CCCCCCCC1=CC=C(O)C(C=NO)=C1 MTBLCSJCQJZFSI-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- 229930040373 Paraformaldehyde Natural products 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 238000004508 fractional distillation Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000001819 mass spectrum Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229920002866 paraformaldehyde Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000002390 rotary evaporation Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 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
- QSWRBFIQTJUYGA-UHFFFAOYSA-N 2-(hydroxyiminomethyl)-4-octylphenol Chemical compound CCCCCCCCC1=CC=C(O)C(C=NO)=C1 QSWRBFIQTJUYGA-UHFFFAOYSA-N 0.000 description 1
- ITKQCIBIWWMFPM-UHFFFAOYSA-N 2-octoxyphenol Chemical compound CCCCCCCCOC1=CC=CC=C1O ITKQCIBIWWMFPM-UHFFFAOYSA-N 0.000 description 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
- ZNBNBTIDJSKEAM-UHFFFAOYSA-N 4-[7-hydroxy-2-[5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-2-methyl-3-propanoyloxypentanoic acid Chemical compound C1C(O)C(C)C(C(C)C(OC(=O)CC)C(C)C(O)=O)OC11OC(C)(C2OC(C)(CC2)C2C(CC(O2)C2C(CC(C)C(O)(CO)O2)C)C)CC1 ZNBNBTIDJSKEAM-UHFFFAOYSA-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
- RQTJHIZCVWJGDM-UHFFFAOYSA-N 8-methylnonanamide Chemical compound CC(C)CCCCCCC(N)=O RQTJHIZCVWJGDM-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 101100180402 Caenorhabditis elegans jun-1 gene Proteins 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 239000002168 alkylating agent Substances 0.000 description 1
- 229940100198 alkylating agent Drugs 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000002968 aroylamido group Chemical group 0.000 description 1
- 125000005333 aroyloxy group Chemical group 0.000 description 1
- 125000005125 aryl alkyl amino carbonyl group Chemical group 0.000 description 1
- 125000002102 aryl alkyloxo group Chemical group 0.000 description 1
- 125000001769 aryl amino group Chemical group 0.000 description 1
- 125000004104 aryloxy group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 230000009918 complex formation Effects 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 238000010668 complexation reaction Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 230000005595 deprotonation Effects 0.000 description 1
- 238000010537 deprotonation reaction Methods 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000002019 doping agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000022244 formylation Effects 0.000 description 1
- 238000006170 formylation reaction Methods 0.000 description 1
- 230000008570 general process Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 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 1
- OUUQCZGPVNCOIJ-UHFFFAOYSA-N hydroperoxyl Chemical compound O[O] OUUQCZGPVNCOIJ-UHFFFAOYSA-N 0.000 description 1
- 125000000687 hydroquinonyl group Chemical group C1(O)=C(C=C(O)C=C1)* 0.000 description 1
- LZMKLGSLUKISQE-UHFFFAOYSA-N hydroxylamine;methanol Chemical compound OC.ON LZMKLGSLUKISQE-UHFFFAOYSA-N 0.000 description 1
- 229910000378 hydroxylammonium sulfate Inorganic materials 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- CRGZYKWWYNQGEC-UHFFFAOYSA-N magnesium;methanolate Chemical compound [Mg+2].[O-]C.[O-]C CRGZYKWWYNQGEC-UHFFFAOYSA-N 0.000 description 1
- 238000003760 magnetic stirring Methods 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- BKBMACKZOSMMGT-UHFFFAOYSA-N methanol;toluene Chemical compound OC.CC1=CC=CC=C1 BKBMACKZOSMMGT-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- VTWKXBJHBHYJBI-UHFFFAOYSA-N n-benzylidenehydroxylamine Chemical class ON=CC1=CC=CC=C1 VTWKXBJHBHYJBI-UHFFFAOYSA-N 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920002098 polyfluorene Polymers 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000009853 pyrometallurgy Methods 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000012306 spectroscopic technique Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
Classifications
-
- 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
- Manufacture And Refinement Of Metals (AREA)
Abstract
EXTRATANTE MINERAL E PROCESSO DE RECUPERAÇçO DE COBRE. É descrito um extratante mineral para cobre constituído de uma salicilaldoxima de fórmula (I). Onde R= (CH~ 2~)~ 7~CH~ 3~. O extratante 5-octilóxi-salicilaldoxima da invenção apresenta força da oxima superior àquela de extrantantes comerciais para cobre. Ainda, o extratante salicilaldoxima da invenção apresenta concentração de cobre em solução aquosa de processo hidrometalúrgico inferior àquela de extratantes comerciais para cobre. O processo de extração de cobre de valores minerais utilizando o processo hidrometalúrgico em presença da 5-octilóxi-salicilaldoxima da invenção também é descrito.MINERAL EXTRACTOR AND COPPER RECOVERY PROCESS. A copper mineral extractant consisting of a salicylaldoxime of formula (I) is described. Where R = (CH ~ 2 ~) ~ 7 ~ CH ~ 3 ~. The 5-octyloxy salicylaldoxime extractant of the invention has higher oxime strength than that of commercial copper extractants. In addition, the salicylaldoxim extractant of the invention has lower copper concentration in aqueous hydrometallurgical process solution than that of commercial copper extractants. The process of extracting copper from mineral values using the hydrometallurgical process in the presence of the 5-octyloxy salicylaldoxime of the invention is also described.
Description
EXTRATANTE MINERAL E PROCESSO DE RECUPERAÇÃO DEMINERAL EXTRACTOR AND RECOVERY PROCESS
COBRECOPPER
CAMPO DA INVENÇÃOFIELD OF INVENTION
A presente invenção pertence ao campo dos compostos para a recuperação de cobre. Mais especificamente, a invenção refere-se a um novo derivado salicilaldoxima útil para a complexação de cobre presente em uma solução aquosa resultante do tratamento hidrometalúrgico de minérios ricos em cobre. FUNDAMENTOS DA INVENÇÃO Os três processos mais usados para isolar ou purificar metais são:The present invention belongs to the field of copper recovery compounds. More specifically, the invention relates to a novel salicylaldoxime derivative useful for copper complexation present in an aqueous solution resulting from hydrometallurgical treatment of copper rich ores. BACKGROUND OF THE INVENTION The three most commonly used processes for isolating or purifying metals are:
• Eletrometalurgia;• Electrometallurgy;
• Pirometalurgia;• Pyrometallurgy;
• Hidrometalurgia.• Hydrometallurgy.
Nos processos hidrometalúrgicos ou processos de extração por solvente ilustrados esquematicamente na Figura 1 anexa, é necessário o uso de agentes capazes de complexar os metais presentes na fase aquosa e extraí-los para a fase orgânica. Dentre as substâncias capazes de agir como extratantes metálicos, estão as oximas, as quais podem às vezes complexar com seletividade frente a metais de maior interesse. Uma substância orgânica atuará como extratante se possuir asIn hydrometallurgical processes or solvent extraction processes shown schematically in the attached Figure 1, it is necessary to use agents capable of complexing the metals present in the aqueous phase and extracting them to the organic phase. Among the substances capable of acting as metallic extractants are oximes, which can sometimes complex with selectivity against metals of greater interest. An organic substance will act as an extractant if it has the
seguintes propriedades:following properties:
•Eficiência em termos de seletividade para o metal e velocidade de transferência de fase;• Efficiency in terms of metal selectivity and phase transfer speed;
•Baixa solubilidade em água, tanto na forma livre como na forma complexada;• Low solubility in water in both free and complex form;
•Estabilidade na fase orgânica; •Fácil recuperação do metal de interesse• Stability in the organic phase; • Easy recovery of the metal of interest
Dentre os complexantes metálicos usados em processos hidrometalúrgicos estão as salicilaldoximas, ilustradas na Equação 1 abaixo. Em presença destas moléculas o metal é complexado na região entre o oxigênio da hidroxila fenólica e o nitrogênio da oxima. Assim, a densidade de carga eletrônica na região entre a hidroxila fenólica e o nitrogênio faz com que aumente o efeito extratante de metais. Vide a este respeito a comunicação científica por E. Fiad Otimização Teórica da Capacidade de Complexação com Metais da Salicilaldoxima, Jornada de Iniciação Científica CETEM, 2000, ou seja, dependendo dos substituintes é possível maximizar esta propensão à formação de complexos.Among the metal complexants used in hydrometallurgical processes are salicylaldoximes, illustrated in Equation 1 below. In the presence of these molecules the metal is complexed in the region between phenolic hydroxyl oxygen and oxime nitrogen. Thus, the electronic charge density in the region between phenolic hydroxyl and nitrogen increases the extracting effect of metals. See in this regard the scientific communication by E. Fiad Theoretical Optimization of the Metal Complexity Capacity of Salicylaldoxime, CETEM Scientific Initiation Day, 2000, that is, depending on the substituents it is possible to maximize this propensity for complex formation.
EQUAÇÃO 1EQUATION 1
Como é conhecido na técnica de hidrometalurgia ou extração de metais com solvente, metais, principalmente cobre, são extraídos de soluções aquosas contendo o metal sob forma de sal pelo contato da solução aquosa com uma solução de um extratante solvente em um solvente orgânico imiscível e depois separando a fase solvente carregada de metal, isto é, contendo pelo menos uma parte do metal sob a forma de um complexo. O metal pode então ser recuperado extraindo com uma solução de pH mais baixo seguido, por exemplo, de eletroprodução. Geralmente as soluções aquosas contendo os metais resultam da lixiviação ácida de minérios.As is known in the art of hydrometallurgy or solvent extraction of metals, metals, especially copper, are extracted from aqueous solutions containing the salt metal by contacting the aqueous solution with a solution of a solvent extractant in an immiscible organic solvent and then separating the charged metal solvent phase, i.e. containing at least a part of the metal as a complex. The metal can then be recovered by extracting with a lower pH solution followed, for example, by electroproduction. Aqueous solutions containing metals generally result from acidic leaching of ores.
Extratantes solventes, particularmente úteis para a recuperação de cobre de soluções aquosas incluem reagentes oxima, especialmente 1,2- hidroxiaril aldoximas e 1,2-hidroxiaril cetoximas.Solvent extractants, particularly useful for copper recovery from aqueous solutions include oxime reagents, especially 1,2-hydroxyaryl aldoximes and 1,2-hydroxyaryl ketoximes.
Processos de extração a solvente são empregados em situações diversas, e numerosos trabalhos têm sido dirigidos para a identificação de composições adequadas de extratantes. O processo geral de extração de valores minerais a solvente estáSolvent extraction processes are employed in various situations, and numerous work has been directed towards identifying suitable extractant compositions. The general process of extraction of mineral values to solvent is
esquematizado na Figura 1 anexa. Conforme a Figura 1, a partir de um minério ou sucata de minério (10) é feita uma preparação (20) do mesmo para o processo de extração que envolve entre outros processos a cominuição, ou seja, a redução do tamanho das partículas de minério. Em (30) é feita a lixiviação, ou seja, a extração do metal de interesse presente no sólido pela dissolução em um líquido. Em (40) é feita a separação sólido/líquido, com descarte do rejeito. Em (50) a solução obtida é tratada, sendo retiradas as impurezas Em (60) é recuperado o metal desejado.shown in the attached Figure 1. According to Figure 1, from an ore or ore scrap (10) a preparation (20) thereof is made for the extraction process which involves among other processes the comminution, ie the reduction of the size of the ore particles. . In (30) is leached, that is, the extraction of the metal of interest present in the solid by dissolving in a liquid. In (40) the solid / liquid separation is made, with discard of the tailings. In (50) the obtained solution is treated and impurities removed. In (60) the desired metal is recovered.
Assim, conforme a patente U.S. 4.020.105, 5-heptil-2- hidroxibenzaldoximas nas quais o grupo heptila está ligado ao anel benzênico por meio de um átomo de carbono terciário e particularmente as misturas dessas aldoximas são efetivas como extratantes para metais como cobre a partir de soluções aquosas. Estas aldoximas têm uma taxa de transferência de metal mais rápida da fase aquosa para a fase orgânica, e vice versa, do que outras alquilhidroxibenzaldoximas. As benzaldoximas podem ser preparadas a partir dos aldeídos correspondentes por reação com hidroxilamina.Thus, according to US 4,020,105, 5-heptyl-2-hydroxybenzaldoximes in which the heptyl group is attached to the benzene ring by means of a tertiary carbon atom and in particular the mixtures of these aldoximes are effective as extractants for metals such as copper. from aqueous solutions. These aldoximes have a faster metal transfer rate from the aqueous phase to the organic phase, and vice versa, than other alkyl hydroxybenzaldoximes. Benzaldoximes may be prepared from the corresponding aldehydes by reaction with hydroxylamine.
A patente U.S. 4.020.105 trata de um processo para a extração de valores de metal de soluções aquosas que compreende o contato da solução aquosa com uma solução em um solvente orgânico imiscível em água de uma ou mais 5-heptil-2hidroxibenzaldoximas e separando da fase aquosa a fase orgânica contendo o metal sob forma de um complexo com a oxima. O processo descrito pode ser aplicado à extração de qualquer metal capaz de formar um composto complexo liofílico adequado que seja solúvel em ou totalmente associado ao solvente orgânico.US 4,020,105 is a process for extracting metal values from aqueous solutions comprising contacting the aqueous solution with a solution in a water immiscible organic solvent of one or more 5-heptyl-2hydroxybenzaldoximes and separating from the phase. The organic phase containing the metal is aqueous as a complex with the oxime. The process described may be applied to the extraction of any metal capable of forming a suitable lyophilic complex compound which is soluble in or fully associated with the organic solvent.
Conforme a patente U.S. 4.020.106, salicilaldoximas com um total de pelo menos três átomos de carbono alquila contidos em um ou mais substituintes nucleares são usadas para extrair metais de soluções aquosas de seus sais sob forma de compostos complexos solúveis em solventes orgânicos imiscíveis em água. As salicilaldoximas são preparadas a partir dos salicilaldeídos correspondentes por reação com hidroxilamina. Como exemplos de salicilaldoximas que podem ser usadas no processo da patente U.S. 4.020.106 podem ser mencionadas 5-tert-butil -2-hidroxibenzaldoxima, 5-dodecil-2-hidroxibenzaldoxima, 3,5- di-tert-butil-2-hidroxibenzaldoxima, 5-dodecil-2-hidroxibenzaldoxima, 5- octil-2-hidroxibenzaldoxima, 3,5-di-tert-pentil-2-hidroxibenzaldoxima, e 5- nonil-2-hidroxibenzaldoxima.According to US 4,020,106, salicylaldoximes with a total of at least three alkyl carbon atoms contained in one or more nuclear substituents are used to extract metals from aqueous solutions of their salts as complex compounds soluble in water immiscible organic solvents. . Salicylaldoximes are prepared from the corresponding salicylaldehydes by reaction with hydroxylamine. Examples of salicylaldoximes which may be used in the process of US 4,020,106 may be mentioned 5-tert-butyl-2-hydroxybenzaldoxime, 5-dodecyl-2-hydroxybenzaldoxime, 3,5-di-tert-butyl-2-hydroxybenzaldoxime , 5-Dodecyl-2-hydroxybenzaldoxime, 5-octyl-2-hydroxybenzaldoxime, 3,5-di-tert-pentyl-2-hydroxybenzaldoxime, and 5-nonyl-2-hydroxybenzaldoxime.
Como exemplo de átomos ou grupos que podem ser representados por R na fórmula dos compostos da patente U.S. 4.020.106 são mencionados halogênios como cloro ou bromo e grupos como alquila, cicloalquila, por exemplo, ciclohexila, alquilamino, dialquilamino, arilamino, alquiloxicarbonila, ariloxicarbonila, aralquiloxicarbonila, acilamido, por exemplo isodecanoilamido e stearoilamido, aroilamido, alquilaminocarbonila, aralquilaminocarbonila, aciloxi, aroiloxi, alquiloxi, ariloxi e aralquiloxi. Embora a patente U.S. 4.020.106 mencione o grupo alquiloxi como um substituinte adequado para um derivado salicilaldoxima utilizado como extratante de cobre, nenhuma molécula específica deste tipo é citada na literatura, nem o tamanho de cadeia do grupo alquila é mencionado. Além disso, a informação da literatura não antecipa os resultadosExamples of atoms or groups which may be represented by R in the formula of the compounds of US 4,020,106 include halogens such as chlorine or bromine and groups such as alkyl, cycloalkyl, for example cyclohexyl, alkylamino, dialkylamino, arylamino, alkyloxycarbonyl, aryloxycarbonyl aralkyloxycarbonyl, acylamido, for example isodecanoylamide and stearoylamido, aroylamido, alkylaminocarbonyl, aralkylaminocarbonyl, acyloxy, aroyloxy, alkyloxy, aryloxy and aralkyloxy. Although U.S. Patent 4,020,106 mentions the alkyloxy group as a suitable substituent for a salicylaldoxime derivative used as a copper extractant, no specific molecule of this type is cited in the literature, nor is the chain size of the alkyl group mentioned. Moreover, literature information does not anticipate the results
favoráveis e inesperados decorrentes do uso da molécula proposta no teste de força da oxima e de cobre residual na solução aquosa em relação a moléculas análogas comerciais. Este é um dos resultados decorrentes das pesquisas das Requerentes que levaram ao presente pedido, haja vista que, a eficiência da molécula 5-octilóxi-salilcilaldoxima quando comparada aos extratantes comerciais apresentou melhor desempenho.favorable and unexpected results arising from the use of the proposed molecule in the oxime and residual copper strength test in the aqueous solution in relation to commercial analogous molecules. This is one of the results of the Applicants' research that led to this application, given that the efficiency of the 5-octyloxy-salylcilaldoxime molecule compared to commercial extractants performed better.
SUMÁRIO DA INVENÇÃOSUMMARY OF THE INVENTION
De um modo amplo, a invenção trata de um composto 5-octilóxi- salicilaldoxima útil na extração de cobre de soluções aquosas de cobre.Broadly, the invention deals with a 5-octyloxy salicylaldoxime compound useful in the extraction of copper from aqueous copper solutions.
O composto conforme a invenção é representado pela fórmula (I) OHThe compound according to the invention is represented by formula (I) OH
OHOH
(I)(I)
OROR
onde R = (CH2)7CH3where R = (CH2) 7CH3
A invenção trata ainda de um processo para a extração de cobre de soluções aquosas, o processo compreendendo o contato da dita solução aquosa com uma solução em um solvente orgânico imiscível em água da 5-octilóxi-salicilaldoxima e separando da fase aquosa a fase orgânica contendo o cobre sob forma de um complexo com a dita 5- octilóxi-salicilaldoxima. Assim, a presente invenção provê uma 5-octilóxi-salicilaldoxima útilThe invention further relates to a process for extracting copper from aqueous solutions, the process comprising contacting said aqueous solution with a solution in a water immiscible organic solvent of 5-octyloxy salicylaldoxime and separating the organic phase containing the aqueous phase from the aqueous phase. copper in the form of a complex with said 5-octyloxy salicylaldoxime. Thus, the present invention provides a useful 5-octyloxy salicylaldoxime
para a recuperação de cobre de soluções aquosas contendo este metal.for the recovery of copper from aqueous solutions containing this metal.
A presente invenção provê ainda um processo de extração de cobre de soluções aquosas contendo este metal com auxílio de uma solução em um solvente orgânico imiscível em água da 5-octilóxi- salicilaldoxima e separando da fase aquosa a fase orgânica contendo o cobre sob forma de um complexo com a dita 5-octilóxi-salicilaldoxima.The present invention further provides a process of extracting copper from aqueous solutions containing this metal with the aid of a solution in a water immiscible organic solvent of 5-octyloxy salicylaldoxime and separating the copper-containing organic phase from the aqueous phase as a complex with said 5-octyloxy salicylaldoxime.
A presente invenção provê ainda uma 5-octilóxi-salicilaldoxima que apresenta, no teste de força da oxima, valores superiores aos de extratantes do estado da técnica. A presente invenção provê ainda uma 5-octilóxi-salicilaldoximaThe present invention further provides a 5-octyloxy salicylaldoxime which has values in the oxime strength test higher than prior art extractants. The present invention further provides a 5-octyloxy salicylaldoxime
onde no teste de absorção atômica a concentração de Cobre residual encontrado na solução aquosa relativa à 5-octilóxi-salicilaldoxima é menor que a concentração encontrada em extratantes do estado da técnica, o que significa que uma maior quantidade de cobre é complexada na solução orgânica da 5-octilóxi-salicilaldoxima em relação a esses extratantes. BREVE DESCRIÇÃO DOS DESENHOSwhere in the atomic absorption test the residual Copper concentration found in the aqueous solution relative to 5-octyloxy salicylaldoxime is lower than the concentration found in state of the art extractors, which means that a larger amount of copper is complexed in the organic solution. 5-octyloxy salicylaldoxide with respect to these extractants. BRIEF DESCRIPTION OF DRAWINGS
A FIGURA 1 anexa é um fluxograma simplificado de um processo de recuperação de metais pelo processo hidrometalúrgico ou por extração com solvente.The accompanying FIGURE 1 is a simplified flowchart of a metal recovery process by hydrometallurgical or solvent extraction process.
A FIGURA 2 anexa é um espectro de RMN 13c de Brometo de Octila1 reagente utilizado na síntese da 5-octilóxi-salicilaldoxima.The accompanying FIGURE 2 is an Reactive Octyl Bromide 13c NMR spectrum used in the synthesis of 5-octyloxy salicylaldoxime.
A FIGURA 3 anexa é um espectro de RMN 13c de RMN 13c de 4- Octiloxifenol, reagente utilizado na síntese da 5-octilóxi-salicilaldoxima.The accompanying FIGURE 3 is a 4-Octyloxyphenol 13c-NMR spectrum 13c-NMR reagent used in the synthesis of 5-octyloxy-salicylaldoxime.
A FIGURA 4 anexa é um Espectro de Massas que confirma a estrutura da molécula da invenção, 5-octilóxi-salicilaldoxíma.The accompanying FIGURE 4 is a Mass Spectrum confirming the structure of the molecule of the invention, 5-octyloxy salicylaldoxy.
A FIGURA 5 anexa é um espectro de RMN 1H da molécula da invenção, 5-octilóxi-salicilaldoxíma.The accompanying FIGURE 5 is a 1 H-NMR spectrum of the molecule of the invention, 5-octyloxy salicylaldoxy.
A FIGURA 6 anexa é um espectro de RMN 13C da molécula da invenção, 5-octilóxi-salicilaldoxíma. DESCRIÇÃO DETALHADA DA INVENÇÃOThe accompanying FIGURE 6 is a 13 C NMR spectrum of the molecule of the invention, 5-octyloxy salicylaldoxy. DETAILED DESCRIPTION OF THE INVENTION
O composto 5-octilóxi-salicilaldoxima útil na extração de cobre de soluções aquosas de cobre é representado pela fórmula (I)The 5-octyloxy salicylaldoxime compound useful in the extraction of copper from aqueous copper solutions is represented by formula (I).
onde R = (CH2)7CH3where R = (CH2) 7CH3
O composto da invenção pode ser preparado pelo método descrito a seguir.The compound of the invention may be prepared by the method described below.
Conforme o Esquema Reacional ilustrado abaixo, a molécula 5- octilóxi-salicilaldoxima é obtida em duas etapas, a primeira consistindo na monoalquilação da hidroquinona e a segunda na obtenção direta da oxima.According to the Reaction Scheme illustrated below, the 5-octyloxy-salicylaldoxime molecule is obtained in two steps, the first consisting of hydroquinone monoalkylation and the second one directly obtaining oxime.
OHOH
OHOH
(D(D
OR Como a primeira etapa da rota sintética consiste na monoalquilação da hidroquinona, é necessário previamente a preparação do agente alquilante - bromo-octano. Síntese do n-Bromo-octano: Em um balão de 500 mL de fundo redondo, 161 mL de ácidoOR Since the first step of the synthetic route is hydroquinone monoalkylation, the preparation of the alkylating agent - bromooctane is required in advance. Synthesis of n-Bromo-octane: In a 500 mL round bottom flask, 161 mL of acid
bromidríco, 34 mL de ácido sulfúrico e 87 mL de n-octanol são colocados sob refluxo por 6 horas. Após este período, as duas fases são separadas, e a fase superior (orgânica) é lavada com água e solução diluída de carbonato de sódio até a obtenção de pH próximo a 7. Por último, à mistura é adicionado cloreto de cálcio para remoção de água residual. Rendimento: 95%. Monoalquilação da Hidroquinonahydrobromic acid, 34 mL sulfuric acid and 87 mL n-octanol are refluxed for 6 hours. After this period, the two phases are separated, and the upper (organic) phase is washed with water and dilute sodium carbonate solution to a pH close to 7. Finally, calcium chloride is added to the mixture to remove residual water. Yield: 95%. Hydroquinone Monoalkylation
Em um balão de 250 mL de fundo redondo e de 3 bocas são dissolvidos 5,6 gramas de hidróxido de potássio (100 mmols) em 100 ml de etanol 77% v/v. Em seguida 5,5 g de hidroquinona (50 mmols) são acrescentados. 7 mL de bromooctano (40 mmols) são solubilizados em mL de etanol e adicionados gota a gota sobre a primeira solução. A mistura é mantida em refluxo por 5 horas, em seguida é deixada esfriar até a temperatura ambiente. À mistura são acrescentados 250 mL de solução de ácido clorídrico 1M. O produto (4-octilóxi-fenol) surge na forma de um sobrenadante, o qual é filtrado. A solução obtida da filtração é extraída com acetato de etila buscando o aumento do rendimento. A fase orgânica é seca com sulfato de sódio anidro e levada para rotaevaporação. Rendimento: 83%.In a 250 mL 3-neck round bottom flask, 5.6 grams of potassium hydroxide (100 mmols) is dissolved in 100 ml of 77% v / v ethanol. Then 5.5 g of hydroquinone (50 mmol) is added. 7 mL bromooctane (40 mmol) is solubilized in mL ethanol and added dropwise over the first solution. The mixture is refluxed for 5 hours, then allowed to cool to room temperature. To the mixture is added 250 mL of 1M hydrochloric acid solution. The product (4-octyloxyphenol) appears as a supernatant which is filtered. The filtration solution is extracted with ethyl acetate in order to increase the yield. The organic phase is dried with anhydrous sodium sulfate and taken to rotary evaporation. Yield: 83%.
Obtenção da oxima a partir do 4-octilóxi-fenolOxime Obtained from 4-Octyloxy-Phenol
0,73 gramas de raspas de magnésio (0,03 mol) é adicionado lentamente em uma mistura de 14,5 mL de metanol, 5,7 ml de tolueno e 0,5 g de metóxido de magnésio (8% p/p, solução em metanol) sob refluxo até a total dissolução do magnésio. Neste momento são adicionados 11 gramas de octilóxi-fenol (0,05 mol). O azeotrópo metanol-tolueno é 100.73 grams of magnesium scrap (0.03 mol) is slowly added in a mixture of 14.5 ml methanol, 5.7 ml toluene and 0.5 g magnesium methoxide (8% w / w, solution in methanol) under reflux until complete dissolution of magnesium. At this time 11 grams of octyloxy phenol (0.05 mol) is added. The methanol-toluene azeotrope is 10
removido por destilação fracionada, após ser adicionado 11,8 mL de tolueno; neste momento a temperatura da reação é mantida por volta de 90 0C. 4,25 g de paraformaldeído dissolvidos em 7,22 mL de tolueno são adicionados à mistura lentamente, com a constante remoção dos voláteis por destilação fracionada. A agitação magnética e a temperatura são mantidas por mais uma hora. Após este período a temperatura do meio reacional é reduzida para 50° C e uma solução de 4,92 g de sulfato de hidroxilamina dissolvido em 15 mL de água é adicionada lentamente sob vigorosa agitação por mais duas horas. Após este período as duas fases são separadas, a fase orgânica é extraída com tolueno e lavada com uma solução de ácido sulfúrico 7% e por último com água, seca com sulfato de sódio anidro e levada para rotaevaporação, obtendo assim a 5- octilóxi-salicilaldoxima.removed by fractional distillation after adding 11.8 mL of toluene; At this time the reaction temperature is maintained at around 90 ° C. 4.25 g of paraformaldehyde dissolved in 7.22 ml of toluene is slowly added to the mixture, with constant removal of volatiles by fractional distillation. Magnetic stirring and temperature are maintained for an additional hour. After this time the temperature of the reaction medium is reduced to 50 ° C and a solution of 4.92 g of hydroxylamine sulfate dissolved in 15 mL of water is slowly added under vigorous stirring for a further two hours. After this time the two phases are separated, the organic phase is extracted with toluene and washed with a 7% sulfuric acid solution and finally with water, dried with anhydrous sodium sulfate and taken to rotary evaporation, thus obtaining 5-octyloxy. salicylaldoxime.
Rendimento: 80 %Yield: 80%
1515
1a etapa1st step
OHOH
ΓίΓί
OHOH
ESQUEMA REACIONALREACTION SCHEME
OHOH
RBr (n-bromo-octano) -►RBr (n-bromo-octane) -►
KOH / Et0H/H20KOH / EtOH / H2 O
ΓΊΓΊ
OROR
OndeR = (CH2)7CH3WhereR = (CH2) 7CH3
2a. Etapa OH2nd OH stage
OHOH
OHOH
Mg/ paraformaldeido/hidroxilamina metanol/toluenoMg / paraformaldehyde / hydroxylamine methanol / toluene
OROR
OROR
Onde R = (CH2)7CH3Where R = (CH2) 7CH3
A 1a etapa do Esquema Reacional acima e baseada em Jun1 L. et al.丄Mater. Chem., 2006’ 16, 1431-1438 "Highly efficient green light emitting polyfluorene incorporated with 4-diphenylamino-1,8- naphthalimide as green dopant". Este artigo descreve a metodologia para monoalquila^ao da hidroquinona. A metodologia proposta no referido artigo foi aperfeigoada para reduzir ο tempo de rea^ao e assim reduzir custos.The first step of the above Reaction Scheme is based on Jun1 L. et al. Chem., 2006 '16, 1431-1438 "Highly efficient green light emitting polyfluorene incorporated with 4-diphenylamino-1,8-naphthalimide as green dopant". This article describes the methodology for hydroquinone monoalkylation. The methodology proposed in that article has been refined to reduce reaction time and thus to reduce costs.
Ja a 2a etapa do Esquema Reacional e baseada no artigo porAlready the 2nd stage of the Reaction Scheme and based on the article by
Aldred1 R.; et al. J.Chem.Soc. Perkin Transactions 1, 1994,1,1823-1831 "Magnesium-mediated 0A#70-specific formylation and formaldoximation of phenols" onde e descrita uma metodologia para obtengao da substancia 5-nonil-salicilaldoxima As estruturas de todas as substancias sintetizadas saoAldred1 R .; et al. J.Chem.Soc. Perkin Transactions 1, 1994,1,1823-1831 "Magnesium-mediated 0A # 70-specific formylation and formaldoximation of phenols" where a methodology for obtaining 5-nonyl-salicylaldoxime is described The structures of all synthesized substances are
confirmadas por tecnicas espectroscopicas, como RMN 1H1 RMN 13C, Infravermelho e Espectrometria de massas.confirmed by spectroscopic techniques such as 1 H NMR, 13 C NMR, Infrared and Mass Spectrometry.
Assim, as Figuras 2, 3，4，5，6 ilustram respectivamente os espectros RMN 13C de brometo de octila, RMN 13C de 4-octiloxifenol , Espectro de Massas, RMN 1H1 RMN 13C da molecula da invengao, 5- octiloxi-salicilaldoxima,Thus, Figures 2, 3，4，5，6 illustrate respectively the octyl bromide 13C NMR, 4-octyloxyphenol 13C NMR, Mass Spectrum, 1H1 NMR of the invention molecule, 5-octyloxy salicylaldoxime,
Teste da 5-octil0xi-salicilaldoxima como extratante mineral em compara^ao aos produtos comerciais do mercado: LIX-860®N-IC e LIX-84®N-IC A fim de determinar a adequa?ao do presente extratante em relagao a cobre frente a compostos do estado da tecnica e realizado ο teste de "Forga da oxima", seguindo a metodologia disponivel no site da empresa CYTEC, fabricante dos extratantes LIXs.Testing 5-octyloxy-salicylaldoxime as a mineral extractant compared to commercial products on the market: LIX-860®N-IC and LIX-84®N-IC In order to determine the suitability of this extractant for copper against compounds of the state of the art and carried out the "Oxime Force" test, following the methodology available on the website of the company CYTEC, manufacturer of extractors LIXs.
Este metodo e baseado na estequiometria da reagao de 2 mols deThis method is based on the reaction stoichiometry of 2 moles of
oximas em uma solugao de tolueno para cada mol de cobre, de modo que ocorre uma alteragao no pH da solu^ao, devido a desprotonagao das moleculas de oximas, valor este determinado por uma titulagao com solupao padrao de hidroxido de sodio.oximes in a toluene solution for each mol of copper, so that a change in the pH of the solution occurs due to deprotonation of the oxime molecules, this value is determined by standard sodium hydroxide solution titration.
Forga da oxima = Tx 0,0265 χ 0,1 χ 100 / mOxime Forge = Tx 0.0265 χ 0.1 χ 100 / m
Onde T = volume em ml da solugao de NaOH 0,1 M gasta; e m = Massa de oxima testada = 1g.Where T = volume in ml of 0.1 M NaOH solution spent; and m = Oxime mass tested = 1g.
Os valores de forga da oxima para os extratantes comerciais e a 5- octiloxi-salicilaldoxima estao Iistados na Tabela 1 abaixo.Oxime strength values for commercial extractors and 5-octyloxy salicylaldoxime are listed in Table 1 below.
TABELA1TABLE1
Extratante Tempo de reagao Volume de NaOH gasto Forga da oxima % rendimento com relagao aos LIXs LIX-860®N-IC 20 minutos 19,10mL 5,02 1,32 LIX-84®N-IC 20 minutos 23,00 mL 6,37 1,04 5-octiloxi- salicilaldoxima 20 minutos 25,00 mL 6,62Extractant Reaction time NaOH volume spent Oxime force% yield against LIXs LIX-860®N-IC 20 minutes 19.10mL 5.02 1.32 LIX-84®N-IC 20 minutes 23.00 mL 6, 37 1.04 5-octyloxy salicylaldoxime 20 minutes 25.00 mL 6.62
Adicionalmente e efetuada uma Analise Mineral por Absorpao Atomica com Chama para determinapao de cobre residual.In addition a Flame Atomic Absorption Mineral Analysis is performed to determine residual copper.
Conforme a Tabela 2 abaixo, observa-se vantajosamente que a concentragao de cobre residual encontrado na solugao aquosa relative a 5-octil0xi-salicilaldoxima e menor que a concentra^ao encontrada nos compostos de controle LIXs1 ο que significa que uma maior quantidade de cob re e complexada na solugao organica da 5-octil0xi-salicilaldoxima da invenQao.According to Table 2 below, it is advantageously observed that the residual copper concentration found in the aqueous solution relative to 5-octyloxy salicylaldoxime is less than the concentration found in the control compounds LIXs1 which means that a greater amount of copper is present. It is complexed into the organic solution of the 5-octyloxy salicylaldoxide of the invention.
TABELA 2TABLE 2
Extratante Concentragao de cobre na solugao aquosa LIX-860®N-IC 10,0 mg/L LIX-84®N-IC 10,0 mg/L 5-octiloxi- salicilaldoxima 9,2 mg/LExtractor Copper concentration in aqueous solution LIX-860®N-IC 10.0 mg / L LIX-84®N-IC 10.0 mg / L 5-octyloxy salicylaldoxime 9.2 mg / L
O extratante mineral para cobre desenvolvido atraves de pesquisas dos Requerentes, 5-octil0xi-salicilaldoxima e sintetizado em otimos rendimentos.The copper mineral extractant developed through Applicants' research, 5-octyloxy salicylaldoxime and synthesized in optimal yields.
Alem disso, ο teste padrao para oximas (teste de forga da oxima) e determinagao da concentrapao de cobre por absorgao atomica comprovam a eficiencia da 5-octil0xi-salicilaldoxima como extratante frente a extratantes comerciais disponiveis no mercado.In addition, standard oxime testing (oxime strength testing) and determination of copper concentration by atomic absorption prove the effectiveness of 5-octyloxy salicylaldoxime as an extractant against commercially available commercial extractants.
Claims (5)
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