Green synthesis of porous polyvinyl alcohol membranes functionalized
with L-arginine and their application in the removal of 4-nitrophenol
from aqueous solution
Thanitporn Narkkun,
1
Patharawadee Boonying,
1
Chalad Yuenyao,
2,3
Sittipong Amnuaypanich
1,2
1
Applied Chemistry Division, Department of Chemistry and Center of Excellence for Innovation in Chemistry, (PERCH-CIC), Faculty
of Science, Khon Kaen University, Khon Kaen 40002, Thailand
2
Materials Chemistry Research Center, Faculty of Science, Khon Kaen University, Khon Kaen 40002, Thailand
3
Department of Physics, Faculty of Science and Technology, Phetchabun Rajabhat University, Phetchabun 67000, Thailand
Correspondence to: S. Amnuaypanich (E-mail: asitti@kku.ac.th)
ABSTRACT: Green and single-step synthesis of porous poly(vinyl alcohol) membrane functionalized with L-arginine (PVA-g-Arg) is pres-
ented. Crosslinking, L-arginine functionalization and pore forming occurred simultaneously by a thermally induced process without
using a crosslinker or an initiator. As-synthesized PVA-g-Arg membranes possessed a porous structure with an average pore size of
32–56 μm depending on the amount of L-arginine. The PVA-g-Arg were utilized as adsorbent membranes for the removal of
4-nitrophenol (4-NP) from aqueous solutions and demonstrated higher adsorption capacity than that of the unmodified PVA porous
membrane. The pseudo-second-order described satisfactorily the kinetic adsorption of 4-NP by the membranes while the isotherms
followed both the Langmuir and Freundlich models. The negative values of ΔG
and thermodynamic parameters confirmed that the
adsorption of 4-NP by the PVA-g-Arg membranes was spontaneous and exothermic. © 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019,
136, 47835.
KEYWORDS: adsorption; L-arginine; membranes; nitrophenols; polyvinyl alcohol
Received 10 October 2018; accepted 28 March 2019
DOI: 10.1002/app.47835
INTRODUCTION
4-Nitrophenol is one of nitrophenolic compounds used mostly in
the pharmaceutical and pesticides industries.
1,2
Since 4-NP is
water soluble and toxic, once contaminated into an effluent, it
can easily spread, pollute natural water resources and harm
marine lifes.
3
4-NP has been listed as the priority pollutants by
the U.S. Environmental Protection Agency because of high toxic-
ity to humans, animals, and wildlife even at low concentrations.
4
The release and transfer of this chemical from the industries are,
therefore, controlled by the code of federal regulation that allows
a maximum of 576 μgL
-1
for daily 4-NP discharge.
5
A simple
and cost-effective for a removal of nitrophenols from contami-
nated water is adsorption. Carbonaceous adsorbents such as acti-
vated carbon, carbon fibers, and carbon nanotubes have been
widely utilized due to their ability to remove aromatic compounds
in water and wastewater.
6–8
However, the syntheses of these carbo-
naceous adsorbents involve a multistep and energy-intensive pro-
cess under harsh conditions.
9,10
Alternatively, adsorbents for
nitrophenols adsorption have been developed from polymers
which possess a vast variety of functional groups leading to a tai-
loring of the adsorbent properties. Moreover, polymer-based
adsorbents provide an easy processability into different forms all-
owing convenient handling and an ease of regeneration.
11,12
Polymers with hydrophilic property such as polyacrylonitrile,
starch, cellulose, and poly(vinyl alcohol) (PVA) have been effec-
tively applied for the removal of nitrophenols from aqueous
solutions.
13–16
PVA is of particular interest owing to its excellent
hydrophilicity, nontoxicity, and high chemical stability.
17–19
PVA
can easily be crosslinked via chemical or physical routes resulting in
a network-structure gel capable of absorbing a large amount of
water, usually more than a 100% of its dry weight.
20,21
Crosslinked
PVA, therefore, is suitably utilized for remediation of polluted water.
Unfortunately, PVA contains mostly the hydroxyl group thus pro-
viding only weak interaction with nitrophenols. To enhance an
adsorption capacity of nitrophenols, PVA is essentially modified
with nitrophenol-attractive functional groups. Amine is effective
functional group offering strong interactions with nitrophenols via
H-bonding
22,23
and can be incorporated with PVA by various
© 2019 Wiley Periodicals, Inc.
47835 (1 of 11) J. APPL. POLYM. SCI. 2019, DOI: 10.1002/APP.47835