Synthesis of calix(aza)crown and its oligomeric analogue for the extraction of selected metal cations and dichromate anions

Clean - Soil, Air, Water

Volumn 37, Issue 2, 2009, Pages 109-114

  Akkus, Gülderen Uysal ^a   Memon, Shahabüddin ^b   Sezgin, Mehmet ^c   Yilmaz, Mustafa ^c  

^a AFYON KOCATEPE UNIVERSITY   (Turkey)

^b UNIVERSITY OF SINDH   (Pakistan)

^c SELCUK UNIVERSITY   (Turkey)

Author keywords

Calix; Calixazacrown; Dichromate anion; Synthesis; Toxicity; Two phase extraction

Indexed keywords

ANION; CATION; EFFLUENT; EXTRACTION METHOD; PH; TOXICITY; VOLATILE ORGANIC COMPOUND; WASTEWATER;

EID: 67649886165     PISSN: 18630650     EISSN: None     Source Type: Journal    
DOI: 10.1002/clen.200800120     Document Type: Article

References (29)

1. Health Assessment Document for Chromium Final Report, EPA Environment Criteria Assessment Office, U.S. Environmental Protection Agency, Research Triangle Park, NC 1971, p. 27711.
2. D. Burrows, Chromium: Metabolism and Toxicity, CRC Press, Boca Raton, FL 1983.
3. S. Flora, K. E. De Wetterhahn, Mechanisms of chrominum metabolism and genotoxicity, Life Chem. Rep. 1989, 7, 169-244.
4. 2-, J. Mol. Struct. 2001, 595, 101-109.
5. A. Yilmaz, S. Memon, M. Yilmaz, Synthesis and study of allosteric effects on extraction behaviour of novel calixarene-based dichromate anion receptors, Tetrahedron 2002, 58, 7735-7740.
6. M. Tabakci, S. Memon, M. Yilmaz, D. M. Roundhill, Synthesis and extraction studies of a versatile calix[4]arene-based ,Proton-switchable extractant' for toxic metals and dichromate anions, J. Incl. Phenom. Macrocycl. Chem. 2003, 45, 267-270.
7. S. Memon et al., Polymer supported calix[4]arene derivatives for the extraction of metals and dichromate anions, J. Polym. Environ. 2003, 11, 67-74.
8. S. Memon, M. Yilmaz, D. M. Roundhill, Remedation and liquid - liquid phase transfer extraction of chromium(VI). A Review, Collect. Czech. Chem. Commun. 2004, 69, 231-1250.
9. S. Memon, A. Yilmaz, D. M. Roundhill, M. Yilmaz, Synthesis of polymeric calix[4]arene dinitrile and diamino-derivatives: Exploration of their extraction properties towards dichromate anion, J. Macromol. Sci., Part. A: Pure Appl. Chem. 2004, 41, 435-449.
10. O. Ediz et al., A convenient approach towards the synthesis of a proton switchable chromium(VI) extractant based on calix[4]arene, Supramol. Chem. 2004, 16, 199-204.
11. S. Memon, M. Tabakci, M. Yilmaz, D. M. Roundhill, A useful approach toward the synthesis and metal extractions with polymer appended thioalkyl calix[4]arenas, Polymer 2005, 46, 1553-1560.
12. S. Memon, M. Tabakci, D. M. Roundhill, M. Yilmaz, Synthesis and evaluation of the Cr(VI) extraction ability of amino/nitrile calix[4]arenes immobilized onto a polymer backbone, React. Funct. Polym. 2006, 66, 1342-1349.
13. Calixarenes Revisited (Eds: C. D. Gutsche, J. F. Stoddart), The Royal Society of Chemistry, Cambridge 1998.
14. Calixarenes 2001 (Eds: Z. Asfari, V. Böhmer, J. Harrowfield, J. Vicens), Kluwer Academic Publishers, Dordrecht, The Netherlands 2001.
15. M. Yilmaz, S. Memon, M. Tabakci, R. A. Bartsch, Design of Polymer Appended Calixarenes as Ion Carriers. in New Frontiers in Polymer Research (Ed: R. K. Bregg), Nova Science Publishers, Inc., New York 2006, p. 125.
16. N. Wolf et al., Synthesis and crystal structure of lower rim amine and carbamoyl substituted calixarenes as transfer agents for oxyanions between an aqueous and a chloroform phase, Polyhedron 1999, 18, 885-896.
17. S. E. Matthews, P. D. Beer, Calixarene-based Anion Receptors, in Calixarenes (Eds: Z. Asfari, V. Böhmer, J. Harrowfield, J. Vicens), Kluwer Academic Publishers, Amsterdam, The Netherlands 2001, p. 421.
18. P. D. Beer, J. B. Cooper, Calixarene-based Anion Receptors. in Calixarenes in Action (Eds: L. Mandolini, R. Ungaro), Imperial College Press, London 2000, p. 111.
19. S. Memon, A. Yilmaz, M. Yilmaz, Synthesis and comparative complexation studies of schiff base derivatives of p-tert butylcalix[4]arene copolymers, J. Macromol. Sci., Part. A: Pure Appl. Chem. 2000, 37, 865-879.
20. S. Memon et al., Synthesis and extraction study of calix[4]arene dinitrile derivatives incorporated in a polymeric backbone with bisphenol-A, J. Polym. Environ. 2002, 9, 97-101.
21. G. Uysal Akkus, S. Memon, M. Sezgin, M. Yilmaz, A versatile approach toward calix(aza)crown oligomers: Synthesis and metal ion extraction, J. Macromol. Sci., Part. A: Pure Appl. Chem. 2003, 40, 95-106.
22. 2+ by biscalix[4]arene nitriles, Sep. Sci. Technol. 2000, 35, 1247-1256.
23. S. Memon, G. Uysal, M. Yilmaz, Synthesis and binding properties of polymeric calix[4]crown-4, React. Funct. Polym. 2001, 47, 165-174.
24. 2+ and dichromate anions, J. Macromol. Sci., Part. A: Pure Appl. Chem. 2005, 42, 691-704.
25. G. Uysal, S. Memon, M. Yilmaz, Synthesis of oligomeric calix[4]arenecrowns as novel ionophores for alkali and transition metals, Polycyclic Aromat. Compd. 2002, 22, 1075-1086.
26. C. D. Gutsche, M. Iqbal, p-tert-Butylcalix[4]arene, Org. Synth. 1990, 68, 234-235.
27. G. McMahon, R. Wall, K. Nolan, D. Diamond, Characterisation of the ester-substituted products of the reaction of p-tert-butyl calix[4]arene and ethyl bromoacetate using LC-UV -MS and LC-DAD, Talanta 2002, 57, 1119-1132.
28. C. J. Pedersen, Cyclic polyethers and their complexes with metal salts, J. Am. Chem. Soc. 1967, 89, 7017-7036.
29. S. Bozkurt, A. Karakucuk, A. Sirit, M. Yilmaz, Synthesis of two calix [4]arene diamide derivatives for extraction of chromium(VI), Tetrahedron 2005, 61, 10443-10448.