Vol.:(0123456789) 1 3
Iran Polym J
DOI 10.1007/s13726-017-0546-9
ORIGINAL PAPER
Fe
3
O
4
nanoparticles coated by new functionalized tetraaza‑2,3
dialdehyde micro‑crystalline cellulose: synthesis, characterization,
and catalytic application for degradation of Acid Yellow 17
Rahma Mehdaoui
1
· Amel El Ghali
1
· Wissem Cheikhrouhou
2
· Emmanuel Beyou
3
·
Mohamed Hassen V. Baouab
1
Received: 13 January 2017 / Accepted: 5 July 2017
© Iran Polymer and Petrochemical Institute 2017
sample magnetometry (VSM) of [Bz-(PDA-g-DAC)@
Fe
3
O
4
] magnetic nanocomposite samples showed the typi-
cal behavior of ferromagnetism. This study provided a
green and facile method to inhibit magnetic nanoparticle
aggregation. Activity results revealed that the prepared
[Bz-(PDA-g-DAC)@Fe
3
O
4
] catalyst shows the maximum
activity for degradation of Acid Yellow 17 (AY17) com-
pared to other prepared catalysts. After degradation reac-
tion, the [Bz-(PDA-g-DAC)@Fe
3
O
4
] catalyst was recov-
ered from the reaction mixture via an external magnet and
used for further five consecutive cycles with excellent cat-
alytic activity, successively, which was comparable to the
fresh catalyst. The catalyst degradation efficiency and its
easy separation exhibited that [Bz-(PDA-g-DAC)@Fe
3
O
4
]
catalyst is a promising material for the removal of AY17
from aqueous solutions in green chemistry perspectives.
Keywords Schiff base · Biopolymers · Coatings · Fe
3
O
4
nanoparticles · Tetraaza macrocycles · Catalytic properties
Introduction
The synthesis and characterization of magnetic nanocom-
posites from polymeric matrixes have recently attracted
the attention of researchers [1] as they are widely applied
in different applications due to their considerable perfor-
mance, such as high-density data magnetic recording media
[2], catalysis [3], magnetic fluids [4], image-intensifying
agents for nuclear magnetic resonance imaging [5], medical
diagnosis, and magnetic-induced cancer therapy [6, 7].
Among iron oxides and ferrites, magnetite (Fe
3
O
4
) has
attracted increased attention owing to its significant mag-
netism and particular crystallographic properties [8]. Iron
oxide magnetic nanoparticles are synthesized via a classic
Abstract In this study, we developed an original
approach for preparing cellulose-coated magnetite nano-
particles (NPs). Two novel Schiff bases (PDA-g-DAC)
and [Bz-(PDA-g-DAC)] were synthesized via condensa-
tion reactions of periodate oxidized micro-crystalline cel-
lulose (DAC) with o-phenylene diamine (PDA) to obtain
its azomethine derivative with 85% yield. Subsequently, the
functionalization of (PDA-g-DAC) with benzil (Bz) yields
the tetraaza macrocycle [Bz-(PDA-g-DAC)]. The physico-
chemical characterization of the condensation products was
performed using
13
CNMR, FTIR, ATG, DSC, and X-ray
diffraction techniques. Magnetic nanomaterial-based Schiff
base cellulose was successfully prepared using in situ
chemical co-precipitation of coordinated ferric and ferrous
ions in cellulose Schiff base matrix under optimized condi-
tions, and then, its magnetic properties were characterized.
The results demonstrated that the Fe
3
O
4
NPs coated with
[Bz-(PDA-g-DAC)] were homogeneously coated in the
matrix under ultrasonic irradiation with the saturation mag-
netization of 69.50 emu g
−1
. In addition, XRD line broad-
ening analysis showed that the average particle size of the
NPs was 37.3 nm. Furthermore, FTIR spectra demonstrated
that [Bz-(PDA-g-DAC)] concavity was anchored to mag-
netite Fe
3
O
4
NPs through azomethine groups. Vibrating
* Mohamed Hassen V. Baouab
hbaouab@yahoo.fr
1
Laboratoire de Microélectronique et instrumentation
(LR13ES12), F.S.M., University of Monastir, Monastir,
Tunisia
2
Laboratoire de Physique des matériaux (LPM), F.S.S.,
University of Sfax, Sfax, Tunisia
3
Laboratoire Ingénierie des matériaux polymères (UMR
5223), University Claude Bernard Lyon I, Villeurbanne,
France