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Cyclic dithia/diaza with dual Schiff base linkage functionalized polymers for heavy metal adsorption
Author(s) -
Nutthanara Pradit,
Ngeontae Wittaya,
Imyim Apichat,
Kreethadumrongdat Thanapong
Publication year - 2009
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.31504
Subject(s) - divinylbenzene , schiff base , ethylamine , chemistry , triethylenetetramine , nuclear chemistry , ethylenediamine , polymer chemistry , selectivity , metal ions in aqueous solution , adsorption , methylamine , copolymer , metal , inorganic chemistry , styrene , organic chemistry , polymer , catalysis
Three new types of functionalized polystyrene‐divinylbenzene resins containing two sulfur and two nitrogen atoms and four nitrogen atoms in cyclic form were prepared by using two lab‐synthesized ligands; 2‐[3‐(2‐amino ethylsulfanyl)‐propylsulfanyl]‐ethylamine (AEPE) and 2‐[2‐(2‐amino‐ethylsulfanyl)‐ethylsulfanyl]‐ethylamine ( AEEE ) , and a commercial one; triethylenetetramine (TETA). Chloromethylated polystyrene‐divinylbenzene copolymer (Cl‐PS‐DVB) was initially oxidized to aldehydic polystyrene‐divinylbenzene (CHO‐PS‐DVB) with approximately 57% yield. CHO‐PS‐DVB was subsequently reacted with the ligands through dual Schiff base linkage. The products were named AEPE‐PS‐DVB, AEEE‐PS‐DVB and TETA‐PS‐DVB, respectively. The optimum coupling reaction times and temperatures were 6 h at 50°C for AEPE‐PS‐DVB, AEEE‐PS‐DVB and 6 h at room temperature for TETA‐PS‐DVB. The appropriate amount of the three ligands was 2.65 mmol/g CHO‐PS‐DVB corresponding to the mole ratio between the chelating ligand and aldehyde group of 1 : 2. All derivative resins were characterized by elemental analysis, thermogravimetry, FT‐IR and FT‐Raman spectroscopy and Ninhydrin test. The adsorption properties of the synthesized resins towards Pb(II), Cu(II), Cd(II), Zn(II), Ni(II), Co(II) and Cr(III) ions in aqueous solution were preliminarily investigated by batch method. AEPE‐PS‐DVB and AEEE‐PS‐DVB showed the same sorption behavior. Their selectivity order was Pb(II) > Zn(II) > Cu(II) > Cd(II) and no significant adsorption for Co(II), Ni(II), Cr(III) was observed. In addition, TETA‐PS‐DVB showed a selectivity toward only Pb(II). © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2010