Spectrochimica Acta Part A 78 (2011) 1342–1348
Contents lists available at ScienceDirect
Spectrochimica Acta Part A: Molecular and
Biomolecular Spectroscopy
j o u r n a l h o m e p a g e : w w w . e l s e v i e r . c o m / l o c a t e / s a a
Synthesis, physical studies and uptake behavior of: Copper(II) and lead(II) by
Schiff base chelating resins
Mohammed K. Othman, Fatima A. Al-Qadri
∗
, Fatima A. Al-Yusufy
Department of Chemistry, University of Sana’a, Aldaree Street, Sana’a, Yemen
a r t i c l e i n f o
Article history:
Received 9 August 2009
Received in revised form 11 March 2010
Accepted 25 December 2010
Keywords:
Chelating resins
Metal ion uptake
Thermal stability
Adsorption isotherms
Metal ion selectivity
a b s t r a c t
Two new chelating resins possessing multiple functional groups capable of coordinating with sev-
eral metal ions are reported. The resins were synthesized by condensing Schiff bases derived from
2-aminophenol, 2-hydroxy-5-chloroaniline and terephthaldehyde with formaldehyde in an alkaline
medium. The effects of pH and contact time of the Cu
2+
and Pb
2+
in aqueous solutions on the uptake
behavior of the resins were studied. The metal ion uptake behavior of the resins was investigated by the
batch method. Both the uptake and the selectivity of the resins towards the investigated metal ions were
related to the structure of the resins, type of the metal ion and the uptake conditions. The resins showed
maximum uptake capacity for Cu
2+
and Pb
2+
at pH 10. Cu
2+
was seen to undergo preferential adsorption
in separate and mixture solutions of Cu
2+
and Pb
2+
. Kinetic studies for the resins using Langmiur equation
were also performed.The Schiff base monomers and their formaldehyde resins were characterized by
elemental analyses, FTIR and
1
H NMR spectroscopy. The thermal stability of the resins was studied using
TGA/DTG analysis.
© 2011 Elsevier B.V. All rights reserved.
1. Introduction
Since metal ions are non-biodegradable in nature and their
intake at a certain level is toxic, detoxification of the metal ions
from the environmental samples is a challenging task [1]. Con-
sidering all the separating techniques for pre-concentration and
separation of analytes from different matrices, chelating resins
can be recommended due to their triple function of ion exchange,
chelate formation and physical adsorption [2,3].Chelate-forming
polymeric ligands with different functional groups containing O, N,
S and P in the polymer matrix 2 capable of coordinating to differ-
ent metal ions have been extensively studied [4,5]. Polymeric Schiff
bases constitute an important class of chelating resins. Schiff bases
possessing multidentate coordination sites are known to form com-
plexes with transition metal ions readily [6–8]. Schiff base chelating
polymers with nitrogen, oxygen donor atoms are found to possess
very good selectivity for transition metal ions and show negligible
affinity for alkali and alkaline earth metals [9,10]. This makes the
resins useful for removal of trace concentrations of metal ions from
natural samples.
Many reports have been published investigating the chelating
properties of Schiff bases resins towards different metal ions. The
effect of pH, contact time, chemical structure of the resin, concen-
∗
Corresponding author. Tel.: +967 734185160; fax: +967 1464724.
E-mail addresses: falkadri@gmail.com, f Alkadri@yahoo.com (F.A. Al-Qadri).
tration of the metal ions were investigated to find out their metal
uptake characteristics [11–15]. Recently, phenol–formaldehyde
type resins containing Schiff base moiety have been prepared and
their metal ion uptake behavior was studied [11,13]. Phenolic Schiff
base monomers were found to undergo condensation polymer-
ization readily with formaldehyde and furfuraldehyde. Samal and
coworkers, [5,9,16] reported the synthesis of phenolic Schiff base
resins which were used for the pre-concentration and separation of
Cu(II) and Ni(II) ions from dilute aqueous solutions. In the present
work, we report on the syntheses, characterization, physical stud-
ies, and the uptake behavior of Cu(II) and Pb(II) ions from dilute
aqueous solutions by phenol–Schiff bases of 2-aminophenol, 2-
hydroxy-5-chloroaniline and terephthaldehyde, condensed with
formaldehyde.The effects of the chemical structure of the resins
and the pH on the metal ion uptake in batch technique were
studied.
2. Experimental
2.1. Chemicals
2-Aminophenol, terephaldehyde, and 2-hydroxy-5-
chloroaniline (Aldrich) were recrystallized from ethanol, 9:1
water/methanol solvent and ethanol, respectively. Copper acetate
and lead acetate (BDH) were used as sources of Cu
2+
and Pb
2+
,
respectively. Absolute ethanol (Fluka), methanol (Analar, BDH) and
formaldehyde (Fluka, 37–40%) were used as received. The buffers
1386-1425/$ – see front matter © 2011 Elsevier B.V. All rights reserved.
doi:10.1016/j.saa.2010.12.073