Syntheses of two diamine substituted 1,3-distal calix[4]arene-based magnetite nanoparticles for extraction of dichromate, arsenate and uranyl ions


Sayin S., YILMAZ M., TAVASLI M.

TETRAHEDRON, vol.67, no.20, pp.3743-3753, 2011 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 67 Issue: 20
  • Publication Date: 2011
  • Doi Number: 10.1016/j.tet.2011.03.012
  • Journal Name: TETRAHEDRON
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.3743-3753
  • Keywords: Calix[4]arene, Magnetite nanoparticles, Extraction, Arsenate/dichromate, Uranyl, SPECTROPHOTOMETRIC DETERMINATION, BIOMEDICAL APPLICATIONS, SELECTIVE EXTRACTION, CHROMIUM(VI), COMPLEXATION, ADSORPTION, CHEMISTRY, ANIONS, CONFORMATION, CALIXARENES
  • Bursa Uludag University Affiliated: Yes

Abstract

The synthesis of two new calixarene derivatives 4 and 5, functionalized at the lower rim with 4-amino-1-benzylpiperidine to give diamide and diamine derivatives of p-tert-butylcalix[4]arene, is described. They were obtained by the reaction of both the diester derivative of p-tert-butylcalix[4]arene (2) and the dialkyl bromide derivative of p-tert-butylcalix[4]arene (3) with 4-amino-1-benzylpiperidine. The (1)H NMR spectra of calixarene derivatives show that 4 and 5 exist in the cone conformation. Moreover, these diamide and diamine derivatives of p-tert-butylcalix[4]arene (4 and 5) have been immobilized onto 13-(2,3-epoxypropoxy)-Propyl]-trimethoxysilane-modified Fe(3)O(4) magnetite nanoparticles to obtain calixarene-based magnetic nanoparticles M-DADBP-Calix (6) and M-DABP-Calix (7). The calix[4]arene immobilized materials were characterized by a combination of Fourier Transform Infrared Spectroscopy (FTIR), Transmission Electron Microscopy (TEM) and Thermogravimetric Analyses (TGA) and elemental analysis. Additionally, the studies regarding the removal of As(V)/Cr(VI) ions as well as U(VI) ion from aqueous solutions were also carried out by using these compounds in liquid liquid/solid liquid extraction experiments. (C) 2011 Elsevier Ltd. All rights reserved.