Novel Water-Soluble Calix[4,6]arene Appended Magnetic Nanoparticles for the Removal of the Carcinogenic Aromatic Amines

Abstract

This article describes the synthesis of p-sulfonated calix [4,6]arene derivatives and firstly their immobilization onto magnetic nanoparticles for removal of some carcinogenic aromatic amines. The prepared new water-soluble calix[4,6]arene appended magnetic nanoparticles (p-C[4]-MN and p-C[6]-MN) were characterized by a combination of Fourier transform infrared spectroscopy, scanning electron microscopy, and thermogravimetric analyses. The separation and quantification of aromatic amines were performed by high performance liquid chromatography. In batch sorption experiments, the compounds 7 and 8 were found to be effective sorbent for aromatic amines. It was observed that the percentage of aromatic amine removal was 44-97 % for compound 7 and 63-97 % for 8 when the pH of the aromatic amine solution was in the range of 3.0-8.5. The sorption of aromatic amines by p-sulfonated calix[n]arenes-based magnetic nanoparticles shows that sulfonic acid groups play a major role for the formation of hydrogen bonds and electrostatic interactions.

Swelling behavior and characterization of alcohol-specific superabsorbing gels based on acrylic acid and allyl tetrasodium thiacalix[4]arene tetrasulfonate

“…The cavity shape and self-assembling nature of these macromolecules have led to their wide application in the fields of molecular recognition and supramolecular chemistry. For instance, recently immobilized calixarenes on polymeric beds have been used as adsorbent for removal of toxic metal cations from water [14][15][16]. In continuation of our ongoing work on calixarenebased high performance polymers, more recently various attempts have been undertaken to incorporate thiacalixarenes into polyurethanes [17].…”

Synthesis and characterization of super dye adsorbent hydrogels based on acrylic acid and acryloyl tetrasodium thiacalix[4]arene tetrasulfonate

“…The cavity size, conformation and self‐assembling nature of these macromolecules have led to their wide application in the fields of molecular recognition and supramolecular chemistry. For instance, recently immobilized calixarenes on polymeric beds have been used as adsorbents for removal of toxic metal cations and dyes from wastewater …”

“…For instance, recently immobilized calixarenes on polymeric beds have been used as adsorbents for removal of toxic metal cations and dyes from wastewater. 30 -33 In the present work, for the first time a hydrophilic thiacalix [4]arene monomer was used for preparation of super dye-adsorbent hydrogels. For this purpose the monoacryloyl thiacalix [4]arene tetrasulfonate was copolymerized with acrylic acid (AA) (in different ratios) through solution polymerization using thermal initiator ammonium persulfate (APS) and methylene bisacrylamide (MBA) as crosslinker.…”

Comparative Study of Tributyltin Adsorption onto Mesoporous Silica Functionalized with Calix[4]arene, p-tert-Butylcalix[4]arene and p-Sulfonatocalix[4]arene

“…In this regard, supramolecular chemistry has offered more a effective solution to determine molecular structures that can serve as building blocks for the production of sophisticated molecules by anchoring functional groups in a manner that they offer an appropriate binding site. This was brought about by the creation of macrocyclic molecules, including synthetic crown ethers, cryptands, spherands [18], natural cyclodextrins [19] and calixarenes [20][21][22][23].…”