Octa-O-Methoxy Resorcin [4] Arene Amberlite XAD-4 Polymeric Chelating Resin for Solid Phase Extraction, Preconcentration, Separation and Trace Determination of Ni(II), Cu(II), Zn(II) and Cd(II) Ions

Abstract

Synthetic resin, Amberlite XAD-4 was linked covalently with the third generation supramolecule, octa-O-methoxy resorcin [4] arene through -N=N-group to form chelating resin, which has been characterized and effectively used for the separation and preconcentration of metal ions such as Ni(II), Cu(II), Zn(II) and Cd(II). Critical parameters such as pH, flow rate, sorption capacity, breakthrough studies, distribution coefficient, preconcentration factor, concentration of eluting agents responsible for quantitative extraction of metal ions were optimized. The synthesized resin showed good binding affinity towards Ni(II), Cu(II), Zn(II) and Cd(II) under selective pH conditions. Good breakthrough capacity and fast exchange kinetics of the resin lead to effective separation of metal ions from their binary and ternary mixture by column method on the basis of pH and eluting agents. The resin could be reused for about 8 -10 cycles. The proposed method having the analytical data with the relative standard deviation (RSD) < 2% and with recoveries of analytes higher than 98%, reflects upon the reproducibility and reliability of the method which has been successfully applied in the separation and determination of Ni(II), Cu(II), Zn(II) and Cd(II) ions in synthetic, natural and ground water samples.

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D. Vyas, B. Makwana, K. Bhatt and V. Jain, "Octa-O-Methoxy Resorcin [4] Arene Amberlite XAD-4 Polymeric Chelating Resin for Solid Phase Extraction, Preconcentration, Separation and Trace Determination of Ni(II), Cu(II), Zn(II) and Cd(II) Ions," American Journal of Analytical Chemistry, Vol. 4 No. 5, 2013, pp. 238-251. doi: 10.4236/ajac.2013.45030.

Conflicts of Interest

The authors declare no conflicts of interest.

References

[1] A. Daneshfar, M. Ghaedi, S. Vafafard, L. Shiri, R. Sahrai, and M. Soylak, “Amberlite IR-120 Modified with 8-Hydroxyquinoline as Efficient Adsorbent for Solid-Phase Extraction and Flame Atomic Absorption Determination of Trace Amounts of Some Metal Ions,” Biological Trace Element Research, Vol. 145, No. 2, 2012, pp. 240-247. doi:10.1007/s12011-011-9171-1
[2] M. Tüzen, “Determination of Heavy Metals in Soil, Mushroom and Plant Samples by Atomic Absorption Spectrometry,” Microchemical Journal, Vol. 74, No. 3, 2003, pp. 289-297. doi:10.1016/S0026-265X(03)00035-3
[3] S. Arce, S. Cerutti, R. Olsina, M. R. Gomez and L. D. Martnez, “Trace Element Profile of a Wild Edible Mushroom (Suillus granulatus),” Journal of AOAC International, Vol. 91, No. 4, 2008, pp. 853-857.
[4] T. G. Kazi, N. Jalbani, N. Kazi, M. K. Jamali, M. B. Arain, H. I. Afridi, A. Kandhro and Z. Pirzado, “Evaluation of Toxic Metals in Blood and Urine Samples of Chronic Renal Failure Patients, before and after Dialysis,” Renal Failure, Vol. 30, No. 7, 2008, pp. 737-745. doi:10.1080/08860220802212999
[5] E. Sesli, M. Tuzen and M. Soylak, “Evaluation of Trace Metal Contents of Some Wild Edible Mushrooms from Black Sea Region, Turkey,” Journal of Hazardous Materials, Vol. 160, No. 2-3, 2008, pp. 462-467. doi:10.1016/j.jhazmat.2008.03.020
[6] E. P. Nardi, F. S. Evangelista, L. Tormen, A. J. Curtius, S. S. Souza and F. Barbosa, “The Use of Inductively Coupled Plasma Mass Spectrometry (ICP-MS) for the Determination of Toxic and Essential Elements in Different Types of Food Samples,” Food Chemistry, Vol. 112, No. 3, 2009, pp. 727-732. doi:10.1016/j.foodchem.2008.06.010
[7] H. S. A. Sigel and K. O. Roland, “Nickel and Its Surprising Impact in Nature,” Wiley, Hoboken, 2008.
[8] K. S. Kasprzak, F. W. Sunderman and K. Salnikow, “Nickel Carcinogenesis,” Mutation Research/Fundamental and Molecular Mechanisms of Mutagenesis, Vol. 533, No. 1-2, 2003, pp. 67-97.
[9] J. K. Dunnick, M. R. Elwell, A. E. Radovsky, J. M. Benson, F. F. Hahn, K. J. Nikula, E. B. Barr and C. H. Hobbs, “Comparative Carcinogenic Effects of Nickel Subsulfide, Nickel Oxide, or Nickel Sulfate Hexahydrate Chronic Exposures in the Lung,” Cancer Research, Vol. 55, No. 22, 1995, pp. 5251-5256.
[10] W. I. Oehme, “Frederick, Toxicity of Heavy Metal in the Environment Parts 1 & 2,” Marcel Dekke, New York, 1979.
[11] E. J. Underwood, “Trace Elements in Human and Animal Nutrition,” 4th Edition, Academic Press, New York, 1977.
[12] D. O. A. S. Prasad, “Trace Metals in Human Health and Disease,” Academic Press, New York, 1976.
[13] I. Tokgoz, C. A. Sahin and S. Bektas, “Determination of Copper Traces in Water Samples by Flow Injection-Flame Atomic Absorption Spectrometry Using a Novel Solidified Floating Organic Drop Microextraction Method,” Microchemical Journal, Vol. 98, No. 2, 2011, pp. 215-219.
[14] M. P. L. Friberg, G. F. Nordberg and T. Kjellstrom, “Cadmium in the Environment,” 2nd Edition, CRC Press, Cleveland, 1974.
[15] P. de Voogt, B. Van Hattum, J. F. Feenstra and J. W. C. Peereboom, “Exposure and Health Effects of Cadmium,” Toxicological & Environmental Chemistry, Vol. 3, No. 2, 1980, pp. 89-109. doi:10.1080/02772248009356939
[16] V. H. Ferm and S. J. Carpenter, “The Relationship of Cadmium and Zinc in Experimental Mammalian Teratogenesis,” Laboratory Investigation: A Journal of Technical Methods and Pathology, Vol. 18, No. 4, 1968, pp. 429-432.
[17] T. Kjellström, L. Friberg and B. Rahnster, “Mortality and Cancer Morbidity among Cadmium-Exposed Workers,” Environmental Health Perspectives, Vol. 28, 1979, pp. 199-204.
[18] M. D. Kipling and J. A. H. Waterhouse, “Cadmium and Prostatic Carcinoma,” The Lancet, Vol. 289, No. 7492, 1967, pp. 730-731. doi:10.1016/S0140-6736(67)92222-2
[19] C. L. Potts, “Cadmium Proteinuria—The Health of Battery Workers Exposed to Cadmium Oxide Dust,” Annals of Occupational Hygiene, Vol. 8, No. 1, 1965, pp. 55-61. doi:10.1093/annhyg/8.1.55
[20] M. I. Khoder, S. K. Hassan and A. A. El-Abssawy, “An Evaluation of Loading Rate of Dust, Pb, Cd, and Ni and Metals Mass Concentration in the Settled Surface Dust in Domestic Houses and Factors Affecting Them,” Indoor and Built Environment, Vol. 19, No. 3, 2010, pp. 391-399. doi:10.1177/1420326X10367284
[21] M. Soylak and M. Do, “Column Preconcentration of Trace Amounts of Copper on Activated Carbon from Natural Water Samples,” Analytical Letters, Vol. 29, No. 4, 1996, pp. 635-643. doi:10.1080/00032719608000426
[22] J. S. Suleiman, B. Hu, C. Huang and N. Zhang, “Determination of Cd, Co, Ni and Pb in Biological Samples by Microcolumn Packed with Black Stone (Pierre Noire) Online Coupled with ICP-OES,” Journal of Hazardous Materials, Vol. 157, No. 2-3, 2008, pp. 410-417. doi:10.1016/j.jhazmat.2008.01.014
[23] F. Xie, X. Lin, X. Wu and Z. Xie, “Solid Phase Extraction of Lead(II), Copper(II), Cadmium(II) and Nickel(II) Using Gallic Acid-Modified Silica Gel Prior to Determination by Flame Atomic Absorption Spectrometry,” Talanta, Vol. 74, No. 4, 2008, pp. 836-843. doi:10.1016/j.talanta.2007.07.018
[24] V. S. Ozdemir, E. K1l1nc, H. Bilgetekin, A. Dundar and B. Ziyadanogullar1, “Pleurotus Eryngii Immobilized Amberlitexad-16 as a Solid-Phase Biosorbent for Preconcentrations of Cd2+ and Co2+ and Their Determination by ICP-OES,” Talanta, Vol. 106, 2013, p. 367.
[25] Q. Wang, X. Chang, D. Li, Z. Hu, R. Li and Q. He, “Adsorption of Chromium(III), Mercury(II) and Lead(II) Ions onto 4-Aminoantipyrine Immobilized Bentonite,” Journal of Hazardous Materials, Vol. 186, No. 2-3, 2011, pp. 1076-1081. doi:10.1016/j.jhazmat.2010.11.107
[26] M. Ghaedi, K. Niknam, K. Taheri, H. Hossainian and M. Soylak, “Flame Atomic Absorption Spectrometric Determination of Copper, Zinc and Manganese after Solid-Phase Extraction Using 2,6-Dichlorophenyl-3, 3-Bis (Indolyl) Methane Loaded on Amberlite XAD-16,” Food and Chemical Toxicology, Vol. 48, No. 3, 2010, pp. 891-897. doi:10.1016/j.fct.2009.12.029
[27] A. R. Türker, “Separation, Preconcentration and Speciation of Metal Ions by Solid Phase Extraction,” Separation & Purification Reviews, Vol. 41, No. 3, 2012, pp. 169-206. doi:10.1080/15422119.2011.585682
[28] F. Marahel, M. Ghaedi, M. Montazerozohori, M. Nejati Biyareh, S. Nasiri Kokhdan and M. Soylak, “Solid-Phase Extraction and Determination of Trace Amount of Some Metal Ions on Duolite XAD 761 Modified with a New Schiff Base as Chelating Agent in Some Food Samples,” Food and Chemical Toxicology, Vol. 49, No. 1, 2011, pp. 208-214. doi:10.1016/j.fct.2010.10.018
[29] P. Gopi Krishna, J. Mary Gladis, U. Rambabu, T. Prasada Rao and G. R. K. Naidu, “Preconcentrative Separation of Chromium(VI) Species from Chromium(III) by Coprecipitation of Its Ethyl Xanthate Complex onto Naphthalene,” Talanta, Vol. 63, No. 3, 2004, pp. 541-546. doi:10.1016/j.talanta.2003.11.032
[30] K. Saito, I. Taninaka, S. Murakami and A. Muromatsu, “Extraction Behaviour of Copper(II) and Silver(I) with a Thiacrown Ether Carboxylic Acid, 2-(3,6,10,13-Tetrathiacyclotetradec-1-oxy) Hexanoic Acid,” Talanta, Vol. 46, No. 5, 1998, pp. 1187-1194. doi:10.1016/S0039-9140(97)00365-2
[31] M. Soylak, N. D. Erdogan and L. Elci, “Membrane Filtration of Iron(III), Copper(II) and Lead(II) Ions as 1-(2-Pyridylazo) 2-Naphtol (PAN) for Their Preconcentration and Atomic Absorption Determinations,” Journal of the Chinese Chemical Society Taipei, Vol. 51, 2004, pp. 703-706.
[32] E. Paleologos, C. Stalikas, S. Tzouwara-Karayanni and M. Karayannis, “Selective Speciation of Trace Chromium through Micelle-Mediated Preconcentration, Coupled with Micellar Flow Injection Analysis—Spectrofluorimetry,” Analytica Chimica Acta, Vol. 436, No. 1, 2001, pp. 49-57. doi:10.1016/S0003-2670(01)00884-4
[33] A. Safavi, H. Abdollahi, M. R. Hormozi Nezhad and R. Kamali, “Cloud Point Extraction, Preconcentration and Simultaneous Spectrophotometric Determination of Nickel and Cobalt in Water Samples,” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, Vol. 60, No. 12, 2004, pp. 2897-2901. doi:10.1016/j.saa.2004.02.001
[34] K. Cundeva, T. Stafilov and G. Pavlovska, “Preconcentration and Separation of Iron in Water by Coflotation Using Lead(II) Hexamethylenedithiocarbamate,” Spectrochimica Acta Part B: Atomic Spectroscopy, Vol. 55, No. 7, 2000, pp. 1081-1087. doi:10.1016/S0584-8547(00)00161-0
[35] A. Bazzi, B. Kreuz, J. Wuokila and A. Maqboul, “Separation and Determination of Cr(III) and Cr(VI) with Cation-Exchange Chromatography and Atomic Absorption Spectroscopy. An Experiment for Quantitative Methods of Analysis,” Journal of Chemical Education, Vol. 82, No. 3, 2005, p. 435. doi:10.1021/ed082p435
[36] V. Camel, “Solid Phase Extraction of Trace Elements,” Spectrochimica Acta Part B: Atomic Spectroscopy, Vol. 58, No. 7, 2003, pp. 1177-1233. doi:10.1016/S0584-8547(03)00072-7
[37] A. Mellah and D. Benachour, “The Solvent Extraction of Zinc and Cadmium from Phosphoric Acid Solution by Di-2-Ethyl Hexyl Phosphoric Acid in Kerosene Diluent,” Chemical Engineering and Processing: Process Intensification, Vol. 45, No. 8, 2006, pp. 684-690. doi:10.1016/j.cep.2006.02.004
[38] C. Ji, R. Qu, C. Wang, H. Chen, C. Sun, Q. Xu, Y. Sun and C. Wei, “A Chelating Resin with Bis[2-(2-benzothiazolylthioethyl)sulfoxide]: Synthesis, Characterization and Properties for the Removal of Trace Heavy Metal Ion in Water Samples,” Talanta, Vol. 73, No. 2, 2007, pp. 195-201. doi:10.1016/j.talanta.2007.03.043
[39] G. Sheng, J. Li, D. Shao, J. Hu, C. Chen, Y. Chen and X. Wang, “Adsorption of Copper(II) on Multiwalled Carbon Nanotubes in the Absence and Presence of Humic or Fulvic Acids,” Journal of Hazardous Materials, Vol. 178, No. 1-3, 2010, pp. 333-340. doi:10.1016/j.jhazmat.2010.01.084
[40] A. R. Ghiasvand, R. Ghaderi and A. Kakanejadifard, “Selective Preconcentration of Ultra Trace Copper(II) Using Octadecyl Silica Membrane Disks Modified by a Recently Synthesized Glyoxime Derivative,” Talanta, Vol. 62, No. 2, 2004, pp. 287-292. doi:10.1016/j.talanta.2003.07.011
[41] F. Shemirani, A. A. Mirroshandel, M. Salavati Niasari and R. Rahnama Kozani, “Silica Gel Coated with Schiff’s Base: Synthesis and Application as an Adsorbent for Cadmium, Copper, Zinc, and Nickel Determination after Preconcentration by Flame Atomic Absorption Spectrometry,” Journal of Analytical Chemistry, Vol. 59, No. 3, 2004, pp. 228-233. doi:10.1023/B:JANC.0000018964.41166.6a
[42] A. A. Ensafi, T. Khayamian and M. H. Karbasi, “On-Line Preconcentration System for Lead(II) Determination in Waste Water by Atomic Absorption Spectrometry Using Active Carbon Loaded with Pyrogallol Red,” Analytical Sciences, Vol. 19, No. 6, 2003, pp. 953-956. doi:10.2116/analsci.19.953
[43] S. L. C. Ferreira, H. Andrade and H. C. dos Santos, “Characterization and Determination of the Thermodynamic and Kinetic Properties of the Adsorption of the Molybdenum(VI)-Calmagite Complex onto Active Carbon,” Journal of Colloid and Interface Science, Vol. 270, No. 2, 2004, pp. 276-280. doi:10.1016/j.jcis.2003.07.042
[44] H. Karami, M. F. Mousavi, Y. Yamini and M. Shamsipur, “On-Line Preconcentration and Simultaneous Determination of Heavy Metal Ions by Inductively Coupled Plasma- Atomic Emission Spectrometry,” Analytica Chimica Acta, Vol. 509, No. 1, 2004, pp. 89-94. doi:10.1016/j.aca.2003.12.022
[45] P. Daorattanachai, F. Unob and A. Imyim, “Multi-Element Preconcentration of Heavy Metal Ions from Aqueous Solution by APDC Impregnated Activated Carbon,” Talanta, Vol. 67, No. 1, 2005, pp. 59-64. doi:10.1016/j.talanta.2005.02.006
[46] A. N. Anthemidis, G. A. Zachariadis and J. A. Stratis, “On-Line Preconcentration and Determination of Copper, Lead and Chromium(VI) Using Unloaded Polyurethane Foam Packed Column by Flame Atomic Absorption Spectrometry in Natural Waters and Biological Samples,” Talanta, Vol. 58, No. 5, 2002, pp. 831-840. doi:10.1016/S0039-9140(02)00373-9
[47] Z. Fan, B. Hu and Z. Jiang, “Speciation Analysis of Vanadium in Natural Water Samples by Electrothermal Vaporization Inductively Coupled Plasma Optical Emission Spectrometry after Separation/Preconcentration with Thenoyltrifluoroacetone Immobilized on Microcrystalline Naphthalene,” Spectrochimica Acta Part B: Atomic Spectroscopy, Vol. 60, No. 1, 2005, pp. 65-71. doi:10.1016/j.sab.2004.10.004
[48] J. Otero-Romaní, A. Moreda-Piñeiro, A. Bermejo-Barrera and P. Bermejo-Barrera, “Evaluation of Commercial C18 Cartridges for Trace Elements Solid Phase Extraction from Seawater Followed by Inductively Coupled Plasma-Optical Emission Spectrometry Determination,” Analytica Chimica Acta, Vol. 536, No. 1-2, 2005, pp. 213-218. doi:10.1016/j.aca.2004.12.046
[49] T. Ferri and P. Sangiorgio, “Determination of Selenium Speciation in River Waters by Adsorption on Iron(III)-Chelex-100 Resin and Differential Pulse Cathodic Stripping Voltammetry,” Analytica Chimica Acta, Vol. 321, No. 2-3, 1996, pp. 185-193. doi:10.1016/0003-2670(95)00569-2
[50] G. Absalan, and M. A. Mehrdjardi, “Separation and Preconcentration of Silver Ion Using 2-Mercaptobenzothiazole Immobilized on Surfactant-Coated Alumina,” Separation and Purification Technology, Vol. 33, No. 1, 2003, pp. 95-101. doi:10.1016/S1383-5866(03)00003-0
[51] V. A. Lemos, L. N. Santos and M. A. Bezerra, “Determination of Cobalt and Manganese in Food Seasonings by Flame Atomic Absorption Spectrometry after Preconcentration with 2-Hydroxyacetophenone-Functionalized Polyurethane Foam,” Journal of Food Composition and Analysis, Vol. 23, No. 3, 2010, pp. 277-281. doi:10.1016/j.jfca.2009.11.004
[52] E. M. Soliman and S. A. Ahmed, “Solid-Phase Extractors Based on 8-Aminoquinoline and 2-Aminopyridine Covalently Bonded to Silica Gel for the Selective Separation and Determination of Calcium in Natural Water and Pharmaceutical Samples,” Analytical Sciences, Vol. 26, No. 4, 2010, pp. 473-478. doi:10.2116/analsci.26.473
[53] A. S. Pereira, G. Ferreira, L. Caetano, R. S. D. Castro, A. Santos, P. M. Padilha and G. R. Castro, “4-Amine-2-mercaptopyrimidine Modified Silica Gel Applied in Cd(II) and Pb(II) Extraction from an Aqueous Medium,” Polish Journal of Chemical Technology, Vol. 12, No. 1, 2010, pp. 7-11. doi:10.2478/v10026-010-0002-5
[54] N. Pourreza and K. Ghanemi, “Solid Phase Extraction of Cadmium on 2-Mercaptobenzothiazole Loaded on Sulfur Powder in the Medium of Ionic Liquid 1-Butyl-3-methylimidazolium Hexafluorophosphate and Cold Vapor Generation-Atomic Absorption Spectrometric Determination,” Journal of Hazardous Materials, Vol. 178, No. 1-3, 2010, pp. 566-571. doi:10.1016/j.jhazmat.2010.01.122
[55] L. Elci, D. Sahan, A. Basaran and M. Soylak, “Solid Phase Extraction Of Gold(III) on Amberlite XAD-2000 Prior to Its Flame Atomic Absorption Spectrometric Determination,” Environmental Monitoring and Assessment, Vol. 132, No. 1-3, 2007, pp. 331-338. doi:10.1007/s10661-006-9537-6
[56] J. M. Traviesa-Alvarez, J. M. Costa-Fernandez, R. Pereiro and A. Sanz-Medel, “Direct Screening of Tetracyclines in Water and Bovine Milk Using Room Temperature Phosphorescence Detection,” Analytica Chimica Acta, Vol. 589, No. 1, 2007, pp. 51-58. doi:10.1016/j.aca.2007.02.063
[57] M. Benamor, Z. Bouariche, T. Belaid and M. T. Draa, “Kinetic Studies on Cadmium Ions by Amberlite XAD7 Impregnated Resins Containing Di(2-ethylhexyl) Phosphoric Acid as Extractant,” Separation and Purification Technology, Vol. 59, No. 1, 2008, pp. 74-84. doi:10.1016/j.seppur.2007.05.031
[58] S. Boussetta, C. Branger, A. Margaillan, J. L. Boudenne and B. Coulomb, “Salicylic Acid and Derivatives Anchored on Poly(Styrene-co-Divinylbenzene) Resin and Membrane via a Diazo Bridge: Synthesis, Characterisation and Application to Metal Extraction,” Reactive and Functional Polymers, Vol. 68, No. 3, 2008, pp. 775-786. doi:10.1016/j.reactfunctpolym.2007.11.017
[59] R. Navarro, I. Saucedo, A. Núñez, M. ávila and E. Guibal, “Cadmium Extraction from Hydrochloric Acid Solutions Using Amberlite XAD-7 Impregnated with Cyanex 921 (Tri-Octyl Phosphine Oxide),” Reactive and Functional Polymers, Vol. 68, No. 2, 2008, pp. 557-571. doi:10.1016/j.reactfunctpolym.2007.10.027
[60] N. Rajesh, R. K. Jalan and P. Hotwany, “Solid Phase Extraction of Chromium(VI) from Aqueous Solutions by Adsorption of Its Diphenylcarbazide Complex on an Amberlite XAD-4 Resin Column,” Journal of Hazardous Materials, Vol. 150, No. 3, 2008, pp. 723-727. doi:10.1016/j.jhazmat.2007.05.025
[61] S. Tokal1oglu and S. Kartal, “Synthesis and Application of a New Chelating Resin Functionalized with Salicylaldoxime for the Determination of Pb(II), Ni(II), Cu(II) and Mn(II) Ions in Water Samples by Flame Atomic Absorption Spectrometry,” Microchimica Acta, Vol. 162, No. 1-2, 2008, pp. 87-92. doi:10.1007/s00604-007-0841-9
[62] S. Z. Mohammadi, D. Afzali, M. A. Taher and H. Darijani, “Flame Atomic Absorption Spectrometry Determination of Trace Amounts of Cadmium and Zinc in Water Samples after Preconcentration onto Modified Amberlite XAD-4 Resin,” CLEAN-Soil, Air, Water, Vol. 38, No. 2, 2010, pp. 140-145. doi:10.1002/clen.200900103
[63] H. Ciftci, “Separation and Preconcentration of Cobalt Using a New Schiff Base Derivative on Amberlite XAD-7,” CLEAN-Soil, Air, Water, Vol. 38, No. 7, 2010, 657-662.
[64] G. Venkatesh, A. K. Jain and A. K. Singh, “2,3-Dihydroxypyridine Loaded Amberlite XAD-2 (AXAD-2-DHP): Preparation, Sorption-Desorption Equilibria with Metal Ions, and Applications in Quantitative Metal Ion Enrichment from Water, Milk and Vitamin Samples,” Microchimica Acta, Vol. 149, No. 3-4, 2005, pp. 213-221. doi:10.1007/s00604-005-0320-0
[65] D. Prabhakaran and M. S. Subramanian, “Selective Extraction of U(VI), Th(IV), and La(III) from Acidic Matrix Solutions and Environmental Samples Using Chemically Modified Amberlite XAD-16 Resin,” Analytical and Bioanalytical Chemistry, Vol. 379, No. 3, 2004, pp. 519-525. doi:10.1007/s00216-004-2600-7
[66] I. Narin, M. Soylak, K. Kayakirilmaz, L. Elci and M. Dogan, Preparation of a Chelating Resin by Immobilizing 1-(2-Pyridylazo) 2-Naphtol on Amberlite XAD-16 and Its Application of Solid Phase Extraction of Ni(II), Cd(II), Co(II), Cu(II), Pb(II), and Cr(III) in Natural Water Samples,” Analytical Letters, Vol. 36, No. 3, 2003, pp. 641-658. doi:10.1081/AL-120018254
[67] D. Prabhakaran and M. S. Subramanian, “A New Chelating Sorbent for Metal Ion Extraction under High Saline Conditions,” Talanta, Vol. 59, No. 6, 2003, pp. 1227-1236. doi:10.1016/S0039-9140(03)00030-4
[68] Y. Guo, B. Din, Y. Liu, X. Chang, S. Meng and J. Liu, “Preconcentration and Determination of Trace Elements with 2-Aminoacetylthiophenol Functionalized Amberlite XAD-2 by Inductively Coupled Plasma-Atomic Emission Spectrometry,” Talanta, Vol. 62, No. 1, 2004, pp. 207-213. doi:10.1016/S0039-9140(03)00423-5
[69] Y. Guo, B. Din, Y. Liu, X. Chang, S. Meng and M. Tian, “Preconcentration of Trace Metals with 2-(Methylthio) Aniline-Functionalized XAD-2 and Their Determination by Flame Atomic Absorption Spectrometry,” Analytica Chimica Acta, Vol. 504, No. 2, 2004, pp. 319-324. doi:10.1016/j.aca.2003.10.059
[70] I. Narin, M. Tuzen and M. Soylak, “Aluminium Determination in Environmental Samples by Graphite Furnace Atomic Absorption Spectrometry after Solid Phase Extraction on Amberlite XAD-1180/Pyrocatechol Violet Chelating Resin,” Talanta, Vol. 63, No. 2, 2004, pp. 411-418. doi:10.1016/j.talanta.2003.11.005
[71] M. V. Dinu and E. S. Dragan, “Heavy Metals Adsorption on Some Iminodiacetate Chelating Resins as a Function of the Adsorption Parameters,” Reactive and Functional Polymers, Vol. 68, No. 9, 2008, pp. 1346-1354. doi:10.1016/j.reactfunctpolym.2008.06.011
[72] P. Timmerman, W. Verboom and D. N. Reinhoudt, “Resorcinarenes,” Tetrahedron, Vol. 52, No. 8, 1996, pp. 2663-2704. doi:10.1016/0040-4020(95)00984-1
[73] W. Sliwa, T. Zujewska and B. Bachowska, “Resorcinarenes,” Polish Journal of Chemistry, Vol. 34, 2003, pp. 1079-1082
[74] V. K. Jain, S. G. Pillai, R. A. Pandya, Y. K. Agrawal and P. S. Shrivastav, “Molecular Octopus: Octa Functionalized Calix [4] Resorcinarene-Hydroxamic Acid [C4RAHA] for Selective Extraction, Separation and Preconcentration of U(VI),” Talanta, Vol. 65, No. 2, 2005, pp. 466-475. doi:10.1016/j.talanta.2004.06.033
[75] V. K. Jain, S. G. Pillai, R. A. Pandya, Y. K. Agrawal and P. S. Shrivastav, “Selective Extraction, Preconcentration and Transport Studies of Thorium(IV) Using Octa-Functionalized Calix [4] Resorcinarene-Hydroxamic Acid,” Analytical Sciences, Vol. 21, No. 2, 2005, pp. 129-135. doi:10.2116/analsci.21.129
[76] V. K. Jain, S. G. Pillai and P. H. Kanaiya, “Octafunctionalized Calix [4] Resorcinarene-N-Fenil-Acetohydroxamic Acid for the Separation, Preconcentration and Transport Studies of Cerium(IV),” Journal of the Brazilian Chemical Society, Vol. 17, No. 7, 2006, pp. 1316-1322. doi:10.1590/S0103-50532006000700018
[77] V. K. Jain, S. G. Pillap and H. C. Mandal, “Liquid-Liquid Extraction, Preconcentration and Transport Studies of Lanthanum(III) with Calix [4] Resorcinarene-Hydroxamic Acid (C4RAHA),” Journal of the Chilean Chemical Society, Vol. 52, No. 2, 2007, pp. 1177-1181.
[78] A. F. D. de Namor and J. K. Chaaban, “A Partially Substituted Calix [4] Resorcarene Receptor and Its Selective Recognition for Soft Metal Cations (Silver and Mercury),” The Journal of Physical Chemistry B, Vol. 112, No. 7, 2008, pp. 2070-2077. doi:10.1021/jp077208s
[79] V. K. Jain, S. G. Pillai and H. S. Gupte, “Supervanadophile: Complexation, Preconcentration and Transport Studies of Vanadium by Octa Functionalized Calix [4] Resorcinarene-Hydroxamic Acid,” Journal of the Iranian Chemical Society, Vol. 5, No. 4, 2008, pp. 646-656. doi:10.1007/BF03246146
[80] S. N. Podyachev, N. E. Burmakina, V. V. Syakaev, S. N. Sudakova, R. R. Shagidullin and A. I. Konovalov, “Synthesis, IR and NMR Characterization and Ion Extraction Properties of Tetranonylcalix [4] Resorcinol Bearing Acetylhydrazone Groups,” Tetrahedron, Vol. 65, No. 1, 2009, pp. 408-417. doi:10.1016/j.tet.2008.10.008
[81] C. Gok, S. Seyhan, M. Merdivan and M. Yurdakoc, “Separation and Preconcentration of La3+, Ce3+ and Y3+ Using Calix [4] Resorcinarene Impregnated on Polymeric Support,” Microchimica Acta, Vol. 157, No. 1-2, 2007, pp. 13-19. doi:10.1007/s00604-006-0646-2
[82] N. Demirel, M. Merdivan, N. Pirinccioglu and C. Hamamci, “Thorium(IV) and Uranium(VI) Sorption Studies on Octacarboxymethyl-C-Methylcalix [4] Resorcinarene Impregnated on a Polymeric Support,” Analytica Chimica Acta, Vol. 485, No. 2, 2003, pp. 213-219. doi:10.1016/S0003-2670(03)00415-X
[83] D. Moore, G. W. Watson, T. Gunnlaugsson and S. E. Matthews, “Selective Formation of the rctt Chair Stereoisomers of Octa-O-Alkyl Resorcin [4] Arenes Using Brønsted Acid Catalysis,” New Journal of Chemistry, Vol. 32, No. 6, 2008, pp. 994-1002. doi:10.1039/b714735j
[84] V. K. Jain, H. C. Mandalia, H. S. Gupte and D. J. Vyas, “Azocalix [4] Pyrrole Amberlite XAD-2: New Polymeric Chelating Resins for the Extraction, Preconcentration and Sequential Separation of Cu(II), Zn(II) and Cd(II) in Natural Water Samples,” Talanta, Vol. 79, No. 5, 2009, pp. 1331-1340. doi:10.1016/j.talanta.2009.05.047
[85] M. B. Amran, A. S. Panggabean, A. Sulacman and M. Rusnadi, “Preparation of a Chelating Resin and Its Application as a Preconcentration System for Determination of Cadmium in River Water by Flow Injection Analysis,” International Journal of Environmental Research, Vol. 5, No. 2, 2011, pp. 531-536.
[86] E. V. Oral, I. Dolak, H. Temel and B. Ziyadanogullari, “Preconcentration and Determination of Copper and Cadmium Ions with 1, 6-Bis(2-carboxy aldehyde phenoxy)butane Functionalized Amberlite XAD-16 by Flame Atomic Absorption Spectrometry,” Journal of Hazardous Materials, Vol. 186, No. 1, 2011, pp. 724-730. doi:10.1016/j.jhazmat.2010.11.048
[87] N. Ferrah, O. Abderrahim, M. A. Didi and D. Villemin, “Removal of Copper Ions from Aqueous Solutions by a New Sorbent: Polyethyleneiminemethylene Phosphonic Acid,” Desalination, Vol. 269, No. 1-3, 2011, pp. 17-24. doi:10.1016/j.desal.2010.11.035
[88] F. Sabermahani, M. A. Taher, H. Bahrami and S. Fozooni, “Alumina Coated with Oxazolone Derivative for Extraction of Trace Amounts of Cadmium and Copper from Water and Plant Samples,” Journal of Hazardous Materials, Vol. 185, No. 2-3, 2011, pp. 945-950. doi:10.1016/j.jhazmat.2010.09.111
[89] S. Vellaichamy and K. Palanivelu, “Preconcentration and Separation of Copper, Nickel and Zinc in Aqueous Samples by Flame Atomic Absorption Spectrometry after Column Solid-Phase Extraction onto MWCNTs Impregnated with D2EHPA-TOPO Mixture,” Journal of Hazardous Materials, Vol. 185, No. 2-3, 2011, pp. 1131-1139. doi:10.1016/j.jhazmat.2010.10.023
[90] F. Xie, X. Lin, X. Wu and Z. Xie, “Solid Phase Extraction of Lead(II), Copper(II), Cadmium(II) and Nickel(II) Using Gallic Acid-Modified Silica Gel Prior to Determination by flame Atomic Absorption Spectrometry,” Talanta, Vol. 74, No. 4, 2008, pp. 836-843. doi:10.1016/j.talanta.2007.07.018
[91] M. Tuzen, M. Soylak, D. Citak, H. S. Ferreira, M. G. A. Korn and M. A. Bezerra, “A Preconcentration System for Determination of Copper and Nickel in Water and Food Samples Employing Flame Atomic Absorption Spectrometry,” Journal of Hazardous Materials, Vol. 162, No. 2, 2009, pp. 1041-1045. doi:10.1016/j.jhazmat.2008.05.154
[92] S. Seyhan, M. Colak, M. Merdivan and N. Demirel, “Solid Phase Extractive Preconcentration of Trace Metals Using p-tert-Butylcalix [4] Arene-1,2-crown-4-anchored Chloromethylated Polymeric Resin Beads,” Analytica Chimica Acta, Vol. 584, No. 2, 2007, pp. 462-468. doi:10.1016/j.aca.2006.11.068

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