Ligand design for base metal recovery

Macrocyclic Chemistry: Current Trends and Future Perspectives

Volumn , Issue , 2005, Pages 365-382

  Tasker, P A ^a   Gasperov, V ^a  

^a UNIVERSITY OF EDINBURGH   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 53849098313     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1007/1-4020-3687-6_23     Document Type: Chapter

References (83)

1. Nicol, M. J., Fleming, C. A., and Preston, J. S. (1987) Application to Extractive Metallurgy., in Comprehensive Coordination Chemistry, Wilkinson, G., Gillard, R. D., and McCleverty, J. A., Editors. Pergamon Oxford. p. 779-842.
2. Habashi, F. (1997) Handbook of Extractive Metallurgy, ed. Habashi, F. Vol. 3. Wiley-VCH Verlag GmbH, Weinheim.
3. Burkin, A. R. (2001) Chemical Hydrometallurgy - Theory and Principles, 1st ed. Imperial College, London.
4. Swaddle, T. W. (1996) Inorganic Chemistry: An Industrial and Environmental Perspective. Academic Press, San Diego.
5. Klimpel, R. R. (1999) A review of sulfide mineral collector practice, Advances in Flotation Technology, [Proceedings of the Symposium \"Advances in Flotation Technology\" held at the SME Annual Meeting], Denver, Mar. 1-3, 1999, 115-127.
6. Fuerstenau, D. W. (1995) Where we are in flotation chemistry after 70 years of research, Proceedings of the International Mineral Processing Congress, 19th, San Francisco, 1995, 3, 3-17.
7. Nagaraj, D. R. (1997) Development of new flotation chemicals, Transactions of the Indian Institute of Metals, 50(5) 355-363.
8. Grano, S. R., Prestidge, C. A., and Ralston, J. (1997) Solution interaction of ethyl xanthate and sulfite and its effect on galena flotation and xanthate adsorption, Int. J. Miner. Process., 52(2-3) 161-186.
9. Tasker, P. A., Plieger, P. G., and West, L. C. (2004) Metal complexes for hydrometallurgy and extraction, Comprehensive Coordination Chemistry II, 9, 759-808.
10. Singh, H. and Gupta, C. K. (2000) Solvent extraction in production and processing of uranium and thorium, Miner. Process. Extr. Metall. Rev., 21(1-5) 307-349.
11. Burns, C. J., Neu, M. P., Boukhalfa, H., Gutowski, K. E., Bridges, N. J., and Rogers, R. D. (2004) The actinides, Comprehensive Coordination Chemistry II, 3, 189-345.
12. Cotton, S. (2004) Scandium, yttrium, and the lanthanides, Comprehensive Coordination Chemistry 2, 3, 93-188.
13. Davenport, W. G. (1999) Copper extraction from the 60's into the 21st century. in Copper 99-Cobre 99 International conference. Phoenix.
14. Avecia (2000-2001) Continued evolution of copper SX reagents. Avecia, Blackley Manchester. p. 2-5.
15. Kordosky, G. A. (2002) Copper recovery using leach/solvent extraction/electrowinning technology: forty years of innovation, 2.2 million tonnes of copper annually. in International Solvent Extraction Conference, Cape Town, South Africa, Mar. 17-21, 2002.
16. Szymanowski, J. (1993) Hydroxyoximes and Copper Hydrometallurgy. CRC Press, Boca Raton.
17. Lindoy, L. F. (1992) The Chemistry of Macrocyclic Ligand Complexes. Cambridge University Press, Cambridge, UK.
18. Gokel, G. W. (1991) Crown Ethers and Cryptands. The Royal Society of Chemistry, Cambridge, UK.
19. Melson, G. A. (1979) Coordination Chemistry of Macrocyclic Compounds. Plenum Press, New York, U.S.A.
20. Rydberg, J., Musikas, C., Choppin, G. R., (eds.) (1992) Principles and Practices of Solvent Extraction, Marcel Dekker, New York.
21. Beklemishev, M. K., Dmitrienko, S. G., and Isakova, N. V. (1997) Solvent extraction of metals with macrocyclic reagents and its analytical applications, Chemical Analysis (New York) 143 (Macrocyclic Compounds in Analytical Chemistry) 63-208.
22. Moyer, B. A., Bonnesen, P. V., Chambliss, C. K., Haverlock, T. J., Marchand, A. P., Chong, H.-S., McKim, A. S., Krishnudu, K., Ravikumar, K. S., Kumar, V. S., and Takhi, M. (2001) Use of cagefunctionalized macrocycles and fluorinated alcohols in the liquid-liquid extraction of NaOH and other sodium salts, ACS Symposium Series, 778 (Nuclear Site Remediation) 114-132.
23. Coxall, R. A., Lindoy, L. F., Miller, H. A., Parkin, A., Parsons, S., Tasker, P. A., and White, D. J. (2003) Solvent extraction of metal sulfates by zwitterionic forms of ditopic ligands, Dalton Trans. (1) 55-64.
24. Bradshaw, J. S., Izatt, R. M., Savage, P. B., Bruening, R. L., and Krakowiak, K. E. (2000) The design of ion selective macrocycles and the solid-phase extraction of ions using molecular recognition technology. A synopsis, Supramol. Chem. 12(1) 23-26.
25. Dudler, V., Lindoy, L. F., Sallin, D., and Schlaepfer, C. W. (1987) An oxygen-nitrogen donor macrocycle immobilized on silica gel. A reagent showing high selectivity for copper(ii) in the presence of cobalt(ii) nickel(ii) zinc(ii) or cadmium(ii) Aust. J. Chem. 40(9) 1557-1563.
26. Bradshaw, J. S., Izatt, R. M., Bordunov, A. V., Zhu, C. Y., and Hathaway, J. K. (1996) Crown ethers, Comprehensive Supramolecular Chemistry, 1, 35-95.
27. Yakshin, V. V. (2002) Structural and Chemical Features of Extraction with Crown Ethers, Russ. J. Coord. Chem., 28(10) 697-705.
28. Moyer, B. A., Bonnesen, P. V., Delmau, L. H., Haverlock, T. J., Kavallieratos, K., and Levitskaia, T. G. (2002) Toward recognition of the anion in the extraction of alkali metal salts by crown ethers and calixarenes, International Solvent Extraction Conference, Cape Town, South Africa, Mar. 17-21, 2002, 299-306.
29. Bartsch, R. A., Ivy, S. N., Lu, J., Huber, V. J., Talanov, V. S., Walkowiak, W., Park, C., and Amiri- Eliasi, B. (1998) Metal ion extraction by lariat ethers with "tunable" proton-ionizable groups, Pure Appl. Chem., 70(12) 2393-2400.
30. McDowell, W. J. (1988) Crown ethers as solvent extraction reagents: where do we stand?, Sep. Sci. Technol., 23(12-13) 1251-1268.
31. Wai, C. M. (1997) Separation of lanthanides and actinides with ionizable crown ethers, Recent Progress in Actinides Separation Chemistry, Proceedings of the Workshop on Actinides Solution Chemistry, WASC '94, Tokai, Japan, Sept. 1-2, 1994, 81-94.
32. Meguro, Y., Kitatsuji, Y., and Yoshida, Z. (1997) Synergistic extraction of actinides(iii) and lanthanides(iii) with thenoyltrifluoroacetone and crown ethers, Recent Progress in Actinides Separation Chemistry, Proceedings of the Workshop on Actinides Solution Chemistry, WASC '94, Tokai, Japan, Sept. 1-2, 1994, 53-71.
33. Meguro, Y., Kitatsuji, Y., Kimura, T., and Yoshida, Z. (1995) Separation factors in synergistic ion-pair extraction of lanthanide(iii) with crown ether and b-diketone, Kidorui, 26, 380-381.
34. Mathur, J. N. and Khopker, P. K. (1988) Use of crown ethers as synergists in the solvent extraction of trivalent actinides and lanthanides by 1-phenyl-3-methyl-4-trifluoroacetyl-5-pyrazolone, Solvent Extr. Ion Exch., 6(1) 111-124.
35. King, R. B. and Heckley, P. R. (1974) Lanthanide nitrate complexes of some macrocyclic polyethers, J. Am. Chem. Soc., 96(10) 3118-3123.
36. Buenzli, J. C. G. and Wessner, D. (1984) Rare earth complexes with neutral macrocyclic ligands, Coord. Chem. Rev., 60, 191-253.
37. Vanura, P. (1990) Extraction of trivalent lanthanides and actinides in the presence of crowns, polyethylene glycols and other polyoxonic compounds, Chem. Listy, 84(2) 141-163.
38. Dong, Y., Lawrance, G. A., Lindoy, L. F., and Turner, P. (2003) Macrocyclic ligand design. Interaction of a series of successively N-benzylated derivatives of 1, 4, 8, 11-tetraazacyclotetradecane (cyclam) with copper(ii) and nickel(ii) Dalton Trans. (8) 1567-1576.
39. Kasahara, K. and Endo, M. (2001) Solvent extraction of metal ions with acyclic and macrocyclic Schiff bases, Anal. Sci, 17(Suppl.) a339-a342.
40. Yordanov, A. T. and Roundhill, D. M. (1998) Solution extraction of transition and post-transition heavy and precious metals by chelate and macrocyclic ligands, Coord. Chem. Rev., 170, 93-124.
41. Zolotov, Y. A., Morosanova, E. I., Dmitrienko, S. G., Formanovskii, A. A., and Ivanov, G. V. (1984) Solvent extraction of metals with macrocyclic compounds. II. The use of 19-membered compounds with donor systems 2N, 2O and 2N, 3O, Mikrochim. Acta, 3(5-6) 399-408.
42. Handel, H., Muller, F. R., and Guglielmetti, R. (1983) Lipophilic tetraazamacrocycles: Application to liquid-liquid extraction of metal ions, Helv. Chim. Acta, 66(2) 514-521.
43. Fujiwara, M., Nakajima, Y., Matsushita, T., and Shono, T. (1985) Preparation and characterization of copper(ii) and nickel(ii) complexes with novel tetraaza-macrocyclic Schiff bases, Polyhedron, 4(9) 1589-1594.
44. Zolotov, Y. A., Ionov, V. P., Niz'eva, N. V., and Formanovskii, A. A. (1984) Use of macrocyclic Schiff bases for the selective extraction and spectrophotometric determination of copper, Doklady Akademii Nauk SSSR, 277(5) 1145-1148.
45. Bell, T. W. and Sahni, S. K. (1991) Bridged pyridine hosts, Inclusion Compd., 4, 325-390.
46. Saito, K., Masuda, Y., and Sekido, E. (1983) Liquid-liquid extraction of metal ions by the thiacrown compound 1, 4, 8, 11-tetrathiacyclotetradecane, Anal. Chim. Acta, 151(2) 447-455.
47. Sekido, E., Saito, K., Naganuma, Y., and Kumazaki, H. (1985) Liquid-liquid extraction of some class B metal ions with thiacrown ether 1, 4, 8, 11-tetrathiacyclotetradecane, Anal. Sci, 1(4) 363-368.
48. Reddy, M. L. P. and Francis, T. (2001) Recent advances in the solvent extraction of mercury(ii) with calixarenes and crown ethers, Solvent Extraction and Ion Exchange, 19(5) 839-863.
49. Bond, A. H., Dietz, M. L., and Chiarizia, R. (2000) Incorporating Size Selectivity into Synergistic Solvent Extraction: A Review of Crown Ether-Containing Systems, Ind. Eng. Chem. Res., 39(10) 3442- 3464.
50. Burns, J. H. and Lumetta, G. J. (1991) Complexes of manganese and zinc di-tertbutylnaphthalenesulfonate with cyclohexano-15-crown-5 ether toluene solvate, Acta Crystallogr., Sect. C: Cryst. Struct. Commun., C47(10) 2069-2073.
51. Burns, J. H. and Kessler, R. M. (1987) Structural and molecular mechanics studies of bis(dibutylphosphato)aquastrontium-18crown-6 and analogous alkaline-earth-metal complexes, Inorg. Chem., 26(9) 1370-1375.
52. Adam, K. R., Atkinson, I. M., Farquhar, S., Leong, A. J., Lindoy, L. F., Mahinay, M. S., Tasker, P. A., and Thorp, D. (1998) Tailoring molecular assemblies for metal ion binding, in Pure Appl. Chem. p. 2345-2350.
53. Byriel, K. A., Gasperov, V., Gloe, K., Kennard, C. H. L., Leong, A. J., Lindoy, L. F., Mahinay, M. S., Pham, H. T., Tasker, P. A., Thorp, D., and Turner, P. (2003) Host-guest assembly of ligand systems for metal ion complexation; synergistic solvent extraction of copper(ii) ions by N3O2-donor macrocycles and carboxylic or phosphinic acids, Dalton Trans. (15) 3034-3040.
54. Adam, K. R., Antolovich, M., Atkinson, I. M., Leong, A. J., Lindoy, L. F., McCool, B. J., Davis, R. L., Kennard, C. H. L., and Tasker, P. A. (1994) On the nature of the host-guest interaction between cyclam and 4-tert-butylbenzoic acid - A system preassembled for metal complex formation, Chem. Commun. (13) 1539-1540.
55. Lindoy, L. F., Mahinay, M. S., Skelton, B. W., and White, A. H. (2003) Ligand assembly and metal ion complexation: Syntheses and X-ray structures of Ni(ii) and Cu(ii) benzoate and 4-tert-butylbenzoate complexes of cyclam, Journal of Coordination Chemistry, 56(14) 1203-1213.
56. Gasperov, V., Gloe, K., Leong, A. J., Lindoy, L. F., Mahinay, M. S., Stephan, H., Tasker, P. A., and Wichmann, K. (2002) Synergistic solvent extraction of Co(ii) Ni(ii) Cu(ii) and Zn(ii) based on supramolecular assemblies, International Solvent Extraction Conference, Cape Town, South Africa, Mar. 17-21, 2002, 353-359.
57. Flett, D. S. (1999) New reagents or new ways with old reagents, J. Chem. Technol. Biotechnol., 74(2) 99-105.
58. Yordanov, A. T. and Roundhill, D. M. (1998) Electronic absorption spectroscopy for the investigation of the solution binding of gold, palladium, mercury and silver salts to the lower rim substituted calix[4]arenes 25, 26, 27, 28-(2-N, N-dimethyl- dithiocarbamoylethoxy)calix[4]arene and 25, 26, 27, 28- (2- methylthioethoxy)calix[4]arene, Inorg. Chim. Acta, 270(1, 2) 216-220.
59. Belhamel, K., Dzung, N. T. K., Benamor, M., and Ludwig, R. (2002) Extraction of gold from hydrochloric acid solutions by calixarenes. in International Solvent Extraction Conference, Cape Town, South Africa, Mar. 17-21, 2002.
60. Saito, K., Taninaka, I., Yamamoto, Y., Murakami, S., and Muromatsu, A. (2000) Liquid-liquid extraction of platinum(ii) with cyclic tetrathioethers, Talanta, 51(5) 913-919.
61. Szymanowski, J. (1995) Physicochemical modification of extractants, Crit. Rev. Anal. Chem., 25(3) 143-194.
62. Smith, A. G., Tasker, P. A., and White, D. J. (2003) The structures of phenolic oximes and their complexes, Coord. Chem. Rev., 241(1-2) 61-85.
63. Henrick, K., Tasker, P. A., and Lindoy, L. F. (1985) The specification of bonding cavities in macrocyclic ligands, Prog. Inorg. Chem., 33, 1-58.
64. Szymanowski, J. (1989)in Surfactants in Solution, Mittal, B. K. L. and Lindman, B., Editors. Plenum Press New York.
65. Russell, J. H. and Rickel, R. L. (1990) Modeling copper extraction from acidic solutions using P5100, PT5050, and LIX 84, Solvent Extr. Ion Exch., 8(6) 855-873.
66. Hultgren, V. M., Beddoes, R. L., Collison, D., Helliwell, M., Atkinson, I. M., Garner, C. D., Lindoy, L. F., and Tasker, P. A. (2001) Formation of folded complexes retaining intramolecular H-bonding in the extraction of nickel(ii) by phenolic oxime and aliphatic diamine ligands, Chem. Commun. (6) 573-574.
67. Jones, V. M. (1997) PhD Thesis. University of Manchester.
68. Zhu, T. (2002) A structure parameter characterizing the steric effect of organophosphorous acid extractants, International Solvent Extraction Conference, Cape Town, South Africa, Mar. 17-21, 2002, 203-207.
69. Cole, P. M. and Sole, K. C. (2002) Solvent extraction in the primary and secondary processing of zinc, International Solvent Extraction Conference, Cape Town, South Africa, Mar. 17-21, 2002, 863-870.
70. Cole, P. M. (2002) The introduction of solvent-extraction steps during upgrading of a cobalt refinery, Hydrometallurgy, 64(1) 69-77.
71. Thakur, N. V. and Mishra, S. L. (1998) Separation of Co, Ni and Cu by solvent extraction using di-(2- ethylhexyl) phosphonic acid, PC 88A, Hydrometallurgy, 48(3) 277-289.
72. Maljkovic, D. and Lenhard, Z. (2002) The effect of organophosphoric extractant concentration and initial phase volume ratio on cobalt(ii) and nickel(ii) extraction, International Solvent Extraction Conference, Cape Town, South Africa, Mar. 17-21, 2002, 982-987.
73. Preston, J. S. (1985) Solvent-Extraction of Metals by Carboxylic-Acids, Hydrometallurgy, 14(2) 171- 188.
74. Jaaskelainen, E. and Paatero, E. (2000) Characterisation of organic phase species in the extraction of nickel by pre-neutralized Versatic 10, Hydrometallurgy, 55(2) 181-200.
75. Dalton, R. F., Diaz, G., Price, R., and Zunkel, A. D. (1991) The Cuprex Metal Extraction Process - Recovering Copper from Sulfide Ores, JOM-J. Miner. Met. Mater. Soc., 43(8) 51-56.
76. Dalton, R. F., Price, R., Hermana, E., and Hoffmann, B. (1987) Separation Process in Hydrometallurgy, in Separation Process in Hydrometallurgy, Davies, G. A., Editor. Ellis Horwood Ltd. Chichester. p. 466.
77. Cote, G., Jakubiak, A., Bauer, D., Szymanowski, J., Mokili, B., and Poitrenaud, C. (1994) Modeling of extraction equilibrium for copper(ii) extraction by pyridinecarboxylic acid esters from concentrated chloride solutions at constant water activity and constant total concentration of ionic or molecular species dissolved in the aqueous solution, Solvent Extr. Ion Exch., 12(1) 99-120.
78. Szymanowski, J. (1996) Copper hydrometallurgy and extraction from chloride media, J. Radioanal. Nucl. Chem.-Artic., 208(1) 183-194.
79. Soldenhoff, K. H. (1987) Solvent-Extraction of Copper(ii) from Chloride Solutions by Some Pyridine Carboxylate Esters, Solvent Extr. Ion Exch., 5(5) 833-851.
80. Hofmeister, F. (1888) Schmeidebergs Arch. Exp. Pathol. Pharmakol., 23, 247.
81. White, D. J., Laing, N., Miller, H., Parsons, S., Tasker, P. A., and Coles, S. (1999) Ditopic ligands for the simultaneous solvent extraction of cations and anions, Chemical Communications (Cambridge) (20) 2077-2078.
82. Galbraith, S. G., Henderson, D. K., Miller, H. A., Plieger, P. G., Tasker, P. A., Smith, K. J., and West, L. C. (2003) Development of extractants to transport metal salts in base metal recovery processes, Hydrometallurgy 2003, Proceedings of the International Symposium honoring Professor M. Ritchie, 5th, Vancouver, BC, Canada, Aug. 24-27, 2003, 1, 941-954.
83. Galbraith, S. G., Plieger, P. G., and Tasker, P. A. (2002) Cooperative sulfate binding by metal salt extractants containing 3- dialkylaminomethylsalicylaldimine units, Chem. Commun. (22) 2662-2663.