Novel water-soluble calix[4,6]arene appended magnetic nanoparticles for the removal of the carcinogenic aromatic amines

Water, Air, and Soil Pollution

Volumn 223, Issue 7, 2012, Pages 4129-4139

  Aksoy, Tuba ^a   Erdemir, Serkan ^a   Yildiz, H Bekir ^b   Yilmaz, Mustafa ^a  

^a SELCUK UNIVERSITY   (Turkey)

^b KARAMANOGLU MEHMETBEY UNIVERSITY   (Turkey)

Author keywords

Aromatic amines; Calixarene; HPLC; Nanoparticle; Sorption

Indexed keywords

ARENE DERIVATIVES; AROMATIC AMINES; BATCH SORPTION; CALIXARENES; CARCINOGENIC AROMATIC AMINES; HPLC; MAGNETIC NANOPARTICLES; SULFONIC ACID GROUPS;

FOURIER TRANSFORM INFRARED SPECTROSCOPY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROGEN BONDS; NANOPARTICLES; SCANNING ELECTRON MICROSCOPY; SORPTION; THERMOGRAVIMETRIC ANALYSIS;

AMINES;

4 SULFONATED CALIX[4,6]ARENE; AROMATIC AMINE; CALIXARENE; CARCINOGEN; MAGNETIC NANOPARTICLE; UNCLASSIFIED DRUG;

CARCINOGEN; IMMOBILIZATION; PH; POLLUTANT REMOVAL;

ADSORPTION; ARTICLE; CHEMICAL COMPOSITION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROGEN BOND; PH; STATIC ELECTRICITY; WATER MANAGEMENT; WATER POLLUTION;

EID: 84865483788     PISSN: 00496979     EISSN: 15732932     Source Type: Journal    
DOI: 10.1007/s11270-012-1179-4     Document Type: Article

References (41)

1. E Akceylan M Bahadir M Yilmaz 2009 Removal efficiency of a calix[4]arene-based polymer for water-soluble carcinogenic direct azo dyes and aromatic amines Journal of Hazardous Materials 162 960 966 10.1016/j.jhazmat. 2008.05.127 1:CAS:528:DC%2BD1cXhsFWrsbbI
2. LI Andersson IA Nicholls 2004 Molecularly imprinted polymers in separation science Journal of Chromatograph B 804 1 1 10.1016/j.jchromb.2004.02. 041 1:CAS:528:DC%2BD2cXjtVOjsbw%3D (Pubitemid 38469865)
3. S Babel TA Kurniawan 2003 Low-cost adsorbents for heavy metals uptake from contaminated water: a review Journal of Hazardous Materials 97 219 243 10.1016/S0304-3894(02)00263-7 1:CAS:528:DC%2BD3sXosV2lsQ%3D%3D (Pubitemid 36169960)
4. H Bagheri M Saraji 2003 Conductive polymers as newmedia for solid-phase extraction: isolation of chlorophenols fromwater sample Journal of Chromatograph A 986 111 119 10.1016/S0021-9673(02)01972-6 1:CAS:528:DC%2BD3sXjtFyltA%3D%3D (Pubitemid 36071540)
5. JM Chern SN Huang 1998 Study of nonlinear wave propagation theory: 1. Dye adsorption by activated carbon Industrial & Engineering Chemistry Research 37 253 254 10.1021/ie970374+ 1:CAS:528:DyaK2sXnvFChsro%3D
6. KT Chung 2000 Mutagenicity and carcinogenicity of aromatic amines metabolically produced fromazo dyes EnvIronmental CarcInogenesIs & EcotoxIcology RevIews-Part C 18 51 71
7. N Delaunay-Bertoncini V Pichon MC Hennion 2001 Comparison of immunoextraction sorbents prepared from monoclonal and polyclonal anti-isoproturon antibodies and optimization of the appropriate monoclonal antibody-based sorbent for environmental and biological applications Chromatographia 53 224 230 10.1007/BF02490332
8. F Delval G Crini N Morin J Vebrel S Bertini G Torri 2002 The sorption of several types of dye on crosslinked polysaccharides derivatives Dyes and Pigments 53 79 92 10.1016/S0143-7208(02)00004-9 1:CAS:528:DC%2BD38Xhslerurg%3D (Pubitemid 34262273)
9. S Erdemir M Bahadir M Yilmaz 2009 Extraction of carcinogenic aromatic amines from aqueous solution using calix[n]arene derivatives as carrier Journal of Hazardous Materials 168 1170 1176 10.1016/j.jhazmat.2009.02.150 1:CAS:528:DC%2BD1MXnslKit70%3D
10. European Commission, (2002). Official Journal of the European Communities L243, 15.
11. Feber, K. H., (1978). Benzidine and related diaminobiphenyls, Encyclopedia of Chemical Technology, 3, third ed. Wiley, New York, p 772.
12. VK Garg R Gupta AB Yadav R Kumar 2003 Dye removal from aqueous solution by adsorption on treated sawdust Bioresource Technologhy 89 121 124 10.1016/S0960-8524(03)00058-0 1:CAS:528:DC%2BD3sXivV2ksr8%3D (Pubitemid 36434087)
13. B Gawdzik T Matynia 1996 Use of porous polymers in off-line preconcentration of nitrobenzenes and their reduction products from water Journal of Chromatograph A 733 491 496 10.1016/0021-9673(95)00971-X 1:CAS:528:DyaK28XjtFegtLg%3D (Pubitemid 26166562)
14. K Golka S Kopps ZW Myslak 2004 Carcinogenicity of azo colorants: influence of solubility and bioavailability Toxicology Letters 151 203 210 10.1016/j.toxlet.2003.11.016 1:CAS:528:DC%2BD2cXks1Wnt7g%3D (Pubitemid 38739042)
15. O Gungor A Yilmaz S Memon M Yilmaz 2008 Evaluation of the performance of calix[n]arene derivatives as liquid phase extraction material for the removal of azo dyes Journal of Hazardous Materials 158 202 207 10.1016/j.jhazmat.2008.01. 060 1:CAS:528:DC%2BD1cXpt1entLg%3D
16. VK Gupta 2009 Application of low-cost adsorbents for dye removal-a review Journal of Environmental Manage 90 2313 2342 10.1016/j.jenvman.2008.11.017 1:CAS:528:DC%2BD1MXos1ekt7c%3D
17. Gutsche, C. D. (1998). Calixarenes revisited. Cambridge: The Royal Society of Chemistry.
18. CD Gutsche M Iqbal 1990 p-tert-butylcalix[4]arene Organic Syntheses 68 234 237 1:CAS:528:DyaK3MXhs1elu7s%3D
19. CD Gutsche M Iqbal 1990 p-tert-Butylcalix[6]arene Organic Syntheses 68 238 242 1:CAS:528:DyaK3MXhtVWgsLY%3D
20. CD Gutsche LG Lin 1986 Calixarenes 12: the synthesis of functionalized calixarenes Tetrahedron 42 1633 1640 10.1016/S0040-4020(01)87580-3 1:CAS:528:DyaL2sXosVWgsQ%3D%3D
21. L Janus G Crini V El-Rezzi M Morcellet A Cambiaghi G Torri A Naggi C Vecchi 1999 New sorbents containing beta-cyclodextrin. Synthesis, characterization, and sorption properties Reactive and Functional Polymers 42 173 180 10.1016/S1381-5148(98)00066-2 1:CAS:528:DC%2BD3cXotFKruw%3D%3D (Pubitemid 30545384)
22. MW Jung KH Ahn Y Lee KP Kim IR Paeng JS Rhee JT Park KJ Paeng 2001 Evaluation on the adsorption capabilities of newchemically modified polymeric adsorbents with protoporphyrin IX Journal of Chromatograph A 917 87 93 10.1016/S0021-9673(01)00673-2 1:CAS:528:DC%2BD3MXjtFCksb0%3D (Pubitemid 32391312)
23. S Memon M Tabakci DM Roundhill M Yilmaz 2005 A useful approach toward the synthesis and metal extractions with polymer appended Thioalkyl calix[4]arenes Polymer 46 1553 1560 10.1016/j.polymer.2004.12.019 1:CAS:528: DC%2BD2MXoslSmsw%3D%3D (Pubitemid 40173953)
24. S Memon M Tabakci DM Roundhill M Yilmaz 2006 Synthesis and evaluation of the Cr (VI) extraction ability of amino/nitrile calix[4]arenes immobilized onto a polymeric backbone Reactive and Functional Polymers 66 1342 1349 10.1016/j.reactfunctpolym.2006.03.017 1:CAS:528:DC%2BD28XpvFeiu7s%3D (Pubitemid 44419607)
25. CO Neill A Lopez S Esteves FR Hawkes DL Hawke S Wilcox 2000 Azo dye degredation in an anaerobic-aerobic treatment system operating on simulated textile effluent Applied Microbiology and Biotechnology 53 249 254 10.1007/s002530050016 (Pubitemid 30120580)
26. OD Olukanni AA Osuntoki GO Gbenle 2006 Textile effluent biodegradation potentials of textile effluent-adapted and non-adapted bacteria African Journal of Biotechnology 5 1980 1984 1:CAS:528:DC%2BD28Xht1ajsLfF (Pubitemid 44736978)
27. MG Organ CE Dixon D Mayhew DJ Parks IA Arvanitis 2002 The use of a supported base and strong cation exchange (scx) chromatography to prepare a variety of structurally-diverse molecular libraries prepared by solution-phase methods CombInatorIal ChemIstry & HIgh Throughput ScreenIng 5 211 218 1:CAS:528:DC%2BD38XjslGlt74%3D (Pubitemid 34517234)
28. F Ozcan M Ersoz M Yilmaz 2009 Preparation and application of calix[4]arene-grafted magnetite nanoparticles for removal of dichromate anions Materials Science and Engineering C 29 2378 2383 10.1016/j.msec.2009.06.008 1:CAS:528:DC%2BD1MXht1Ggu7%2FM
29. EY Ozmen S Erdemir M Bahadir M Yilmaz 2007 Removal of carcinogenic direct azo dyes from aqueous solutions using calix[n]arene derivatives Clean Soil Air Water 35 612 616 10.1002/clen.200700033 1:CAS:528:DC%2BD1cXnsFShug%3D%3D
30. E Razo-Flores M Luijten BA Donlon G Lettinga JA Field 1997 Complete biodegradation azo dye azodisalicylate under anaerobic conditions Environmental Science Technology 31 2098 2103 10.1021/es960933o 1:CAS:528:DyaK2sXjsVSrsLs%3D (Pubitemid 27289750)
31. DM Roundhill 1995 Metal-complexes of calixarenes Progress in Inorganic Chemistry 43 533 592 10.1002/9780470166444.ch6 1:CAS:528:DyaK28XpvVOmuw%3D%3D
32. S Sayin F Ozcan M Yilmaz 2010 Synthesis and evaluation of chromate and arsenate anions extraction ability of a N-methylglucamine derivative of calix[4]arene immobilized onto magnetic nanoparticles Journal of Hazardous Materials 178 312 319 10.1016/j.jhazmat.2010.01.080 1:CAS:528: DC%2BC3cXksFSjsrg%3D
33. S Sayin F Ozcan M Yilmaz A Tor S Memon Y Cengeloglu 2010 Synthesis of calix[4]arene-grafted magnetite nanoparticles and evaluation of their arsenate as well as dichromate removal efficiency Clean-soil Air Water 38 639 648 1:CAS:528:DC%2BC3cXpslWltrg%3D
34. S Shinkai S Mori H Koreishi T Tsubaki O Manabe 1986 Hexasulfonated calix[6]arene derivatives: a new class of catalysts, surfactants, and host molecules Journal of American Chemical Society 108 2409 2416 10.1021/ja00269a045 1:CAS:528:DyaL28XhvVGksrY%3D
35. J Synowiecki NA Al-Khateeb 2003 Production, properties and some new applications of chitin and its derivatives Crc Critical Reviews In Food Science And Nutrition 43 145 171 10.1080/10408690390826473 1:CAS:528: DC%2BD3sXjtlKgsbk%3D (Pubitemid 38552306)
36. M Tabakci S Memon M Yilmaz DM Roundhill 2003 Synthesis and extraction studies of a versatile calix[4]arene-based proton-switchable extractant for toxic metals and dichromate anions Journal of Inclusion Phenomena and Macrocyclic Chemistry 45 265 270 10.1023/A:1024503708830 1:CAS:528: DC%2BD3sXltlKrtbg%3D (Pubitemid 38115339)
37. J Vial MC Hennion A Fernandez-Alba A Agüera 2001 Use of porous graphitic carbon coupledwith mass detection for the analysis of polar phenolic compounds by liquid chromatography Journal of Chromatograph A 937 21 29 10.1016/S0021-9673(01)01309-7 1:CAS:528:DC%2BD3MXosFKlsL0%3D (Pubitemid 33079152)
38. Vicens, J., & Bohmer, V. (1991). Calixarenes: a versatile class of macrocyclic compounds topics in Inclusion science (pp. 149-172). Dordrecht: Kluwer Academic Publishers.
39. V Vimonses S Lei B Jin CWK Chow C Saint 2009 Kinetic study and equilibrium isotherm analysis of Congo Red adsorption by clay materials Chemical Engineering Journal 148 354 364 10.1016/j.cej.2008.09.009 1:CAS:528: DC%2BD1MXjt1Sgs74%3D
40. Yilmaz, M., Memon, S., Tabakci, M., Bartsch, R. A. (2006). New frontiers in polymer research. In: R. Bregg (Ed.). Hauppauge: Nova Science Publishers, 125-171.
41. Yuryev, V. P., Cesaro, A., & Bergthaller, W. J. (Eds.). (2002). Starch and starch containing origins-structure, properties and newtechnologies starch (pp. 50-150). New York: Nova Science Publishers Inc.