Journal
JOURNAL OF HAZARDOUS MATERIALS
Volume 162, Issue 2-3, Pages 960-966Publisher
ELSEVIER
DOI: 10.1016/j.jhazmat.2008.05.127
Keywords
Calix[4]arene; Azo dye; Aromatic amine; Mannich base; Solid-liquid extraction
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Funding
- German Ministry of Education and Research (BMBF)
- Scientific and Technical Research Council of Turkey (TUBITAK) [U/118-104T258]
- Scientific Research Projects Foundation of the Selcuk University (BAP)
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A Mannich base derivative of 5,11,17,23-tetrakis-[(1,4-dioxa-8-azaspiro-[4,5]decanyl)methyl]-25,26,27,28-tetrahydroxy calix[4]arene 3 was synthesized by the treatment of calix[4]arene with a cyclic secondary amine (1,4-dioxa-8-azaspiro-[4,5]decane) and formaldehyde. The compound 3 was treated with dibromoxylene to obtain a calix[4]arene-based copolymer 4. In batch sorption experiments of selected carcinogenic azo dyes and aromatic amines, the compounds 3 and 4 were found to be a better sorbent for azo dyes than for the aromatic amines. It was observed that the percentage of azo dye removal was 95-99% for compound 3 and 83-97% for 4 when the pH of the dye solution was in the range of 2.0-8.0. The sorption of azo dyes and aromatic amines by calix[4]arenes-based compounds indicates that amino groups play the major role for the formation of hydrogen bonds and electrostatic interactions. (C) 2008 Elsevier B.V. All rights reserved.
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