Sains Malaysiana 47(6)(2018): 1167–1179
http://dx.doi.org/10.17576/jsm-2018-4706-12
Synthesis,
Characterization and Adsorption Study of C-4-Phenacyloxy-phenylcalix[4]resorcinarene
for Pb(II), Cd(II) and Cr(III) Ions
(Sintesis,
Pencirian dan Kajian Jerapan C-4-fenasiloksifenilkaliks[4]resorsinarena
terhadap Pb(II), Cd(II) dan Cr(III))
UNDRI RASTUTI1,2, DWI SISWANTA1, WISNU PAMBUDI1, BETA ACHROMI NUROHMAH1, BOHARI M. YAMIN3 & JUMINA1*
1Department of
Chemistry, Faculty of Mathematics and Natural Sciences
Universitas Gadjah Mada, Sekip Utara Bulaksumur, Yogyakarta
55281, Indonesia
2Department of
Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Jenderal
Soedirman, Jl. dr. Soeparno Karangwangkal, Purwokerto 53122, Indonesia
3Faculty
of Science and Technology, Universiti Sains Islam Malaysia, 71800
Nilai, Negeri Sembilan, Malaysia
Diserahkan: 23 November 2017/Diterima: 6 Januari 2018
ABSTRACT
C-4-phenacyloxy phenyl calix[4]resorcinarene (CPPCR)
was synthesized by acidic condensation of 4-hydroxybenzaldehyde
and resorcinol. The adsorption of CPPCR for Pb(II), Cd(II) and Cr(III)
has been studied by measuring the metal concentration in aqueous
solution using Atomic Absorption Spectrophotometry (AAS). The effects of solution
pH, contact time and initial concentration of metal ions on the
adsorption capacity of CPPCR were investigated. The adsorption kinetic of all the
ions obeyed the Ho and McKay pseudo 2nd order rate law and the adsorption
isotherm profile matched very well with Langmuir model. The separation
factor (RL) of CPPCR for Pb(II), Cd(II) and Cr(III)
were 0.190, 0.017, and 0.065, respectively, indicating the formation
of monolayer behaviour. The Gibb free energy (ΔG) of the adsorption
for all the metal ions have negative values indicating the adsorption
process of Pb(II), Cd(II) and Cr(III) by CPPCR are spontaneous.
Keywords: Calix[4]resorsinarene; ion adsorption; isotherm adsorption;
kinetics adsorption; 4-phenacyloxybenzaldehyde
ABSTRAK
C-4-fenasilloksifenilcalix[4]resorsinarena (CPPCR)
telah disintesis melalui tindak balas berasid antara 4-hidroksilbenzaldehid
dan resorsinol. Penjerapan terhadap Pb(II), Cd(II) dan Cr(III) oleh
CPPCR telah
dikaji dengan mengukur kepekatan logam dalam larutan akueous menggunakan
spektrofotometer serapan atom (AAS). Kesan pH larutan, masa sentuhan
dan kepekatan awal ion logam ke atas kapasiti jerapan CPPCR telah
dijalankan. Kinetik jerapan bagi semua ion logam tersebut mematuhi
hukum pseudo-2 Ho dan McKay serta profil isoterma jerapan pula menyetujui
model Langmuir. Faktor pemisahan (RL) bagi Pb(II), Cd(II) dan Cr(III)
masing-masing adalah 0.190, 0.017 dan 0.065 yang menunjukkan berlaku
tabii monolapisan. Nilai tenaga bebas Gibb bagi penjerapan semua
logam bernilai negatif sekaligus menunjukkan proses yang spontan.
Kata kunci: Kaliks[4]resorsinarena;
penjerapan ion; penjerapan isoterma; penjerapan kinetik; 4-fenasiloksibenzaldehid
RUJUKAN
Abbas, M., Kaddour, S.
& Trari, M. 2014. Kinetic and equilibrium studies of cobalt adsorption on
apricot stone activated carbon. Journal of Industrial and Engineering
Chemistry 20(3): 745-751.
Akkus, G.U., Memon, S.,
Sezgin, M. & Yilmaz, M. 2009. Synthesis of calix(aza)crown and its
oligomeric analogue for the extraction of selected metal cations and dichromate
anions. Clean 37(2): 109-114.
Akpomie, K.G. & Dawodu,
F.A. 2014. Efficient abstraction of nickel(II) and manganese(II) ions from
solution unto an alkaline modified montmorillonite. Journal of Taibah
University for Science 8(4): 343-356.
Arshadi, M., Amiri, M.J.
& Mousavi, S. 2014. Kinetic, equilibrium and thermodynamic investigation of
Ni(II), Cd(II), Cu(II) and Co(II) adsorption on barley straw ash. Water
Resources and Industry 6: 1-17.
Babel, S. & Kurniawan,
T.A. 2003. Low-cost adsorbents for heavy metals uptake from contaminated water:
A review. Journal of Hazardous Materials B97: 219-243.
Barnhart, J. 1997.
Occurrences, uses, and properties of chromium. Regulatory Toxicology and Pharmacology 26: S3-S7.
Bell, S.E.J., Browne, J.K.,
McKee, V., McKervey, M.A., Malone, J.F., O’Leary, M., Walker, A., Arnaud-Neu,
F., Boulangeot, O., Mauprivez, O. & Schwing-Weill, M.J. 1998. Cation
complexation by chemically modified calixarenes. 11. Complexation and
extraction of alkali cations by calix[5]- and -[6]arene ketones. Crystal and
molecular structures of calix[5]arene ketones and Na+ and
Rb+ complexes. Journal of Organic Chemistry 63:
489-501.
Benavente, M., Moreno, L.
& Martinez, J. 2011. Sorption of heavy metals from gold mining wastewater
using chitosan. Journal of the Taiwan Institute of Chemical Engineers 42(6):
976-988.
Bhattacharyya, K.G. &
Gupta, S.S. 2008. Adsorption of a few heavy metals on natural and modified
kaolinite and montmorillonite: A review. Advances in Colloid and Interface
Science 140: 114-131.
Das, N. & Jana, R.K.
2006. Adsorption of some bivalent heavy metal ions from aqueous solutions by
manganese nodule leached residues. Journal of Colloid and Interface Science 293(2):
253-262.
de Namor, A.F.D., Kowalska,
D., Castellano, E.E., Piro, O.E., Velarde, F.J.S. & Salas, J.V. 2001. Lower
rim calix(4) arene ketone derivatives and their interaction with alkali metal
cations. Structural and thermodynamic (solution and complexation)
characterisation of the tetraphenyl ketone derivative and its sodium complex. Physical
Chemistry Chemical Physics 3: 4010-4021.
Flora, G., Gupta, D. & Tiwari, A. 2012.
Toxicity of lead: A review with recent updates. Interdisciplinary Toxicology 5(2): 47-58.
Gunatilake, S.K. 2015.
Methods of removing heavy metals from industrial wastewater. Journal of
Multidisciplinary Engineering Science Studies 1(1): 12-18.
Gupta, S.S. &
Bhattacharyya, K.G. 2009. Treatment of water contaminated with Pb(II) and
Cd(II) by adsorption on kaolinite, montmorillonite and their acid-activated
forms. Indian Journal of Chemical Technology 16: 457-470.
Gutsche, C.D. 2008. Calixarenes:
An Introduction. 2nd ed. Monographs in Supramolecular Chemistry.
The Royal Society of Chemistry. Cambridge-UK.
Jaishankar, M., Tseten, T.,
Anbalagan, N., Mathew, B.B. & Beeregowda, K.N. 2014. Toxicity, mechanism
and health effects of some heavy metals. Interdisciplinary Toxicology 7(2):
60-72.
Joshi, J. & Sahu, O.
2014. Adsorption of heavy metals by biomass. Journal of Applied &
Environmental Microbiology 2(1): 23-27.
Jumina, Sarjono, R.E.,
Siswanta, D., Santosa, S.J. & Ohto, K. 2011. Adsorption characteristics of
Pb(II) and Cr(III) onto C-methylcalix[4]resorcinarene. Journal of the Korean
Chemical Society 55(3): 454-462.
Jumina, Sarjono, R.E.,
Paramitha, B., Hendaryani, I. & Siswanta, D. 2007. Adsorption
characteristics of Pb(II) and Cr(III) onto
C-4-methoxyphenylcalix[4]resorcinarene in batch and fixed bed column system. Journal
of the Chinese Chemical Society 54: 1167-1178.
Kim, J.Y., Morisada, S.,
Kawakita, H., Ohto, K. & Kim, Y. 2015. Relationship between chemical
structure and extraction efficiency toward palladium with ketonic derivatives
of p-tertoctylcalix[4]arene in nitric acid media. Journal of Inclusion
Phenomena and Macrocyclic Chemistry 82(1): 25-32.
Kunsagi-Mate, S., Szabo,
K., Lemli, B., Bitter, I., Nagy, G. & Kollar, L. 2005. Host-guest
interaction between water-soluble calix[6]arene hexasulfonate and
p-nitrophenol. Thermochimica Acta 425(1-2): 121-126.
Li, X., Wang, Z., Li, Q.,
Ma, J. & Zhu, M. 2015. Preparation, characterization, and application of
mesoporous silica-grafted graphene oxide for highly selective lead adsorption. Chemical
Engineering Journal 273: 630-637.
Ming, C., Ting, S., Wei, F.
& Guowang, D. 2011. Study on adsorption and desorption properties of the
starch grafted p-tert-butyl-calix[n] -arene for butyl Rhodamine B solution. Journal
of Hazardous Materials 185: 914-921.
Mouni, L., Merabet, D.,
Bouzaza, A. & Belkhiri, l. 2011. Adsorption of Pb(II) from aqueous solution
using activated carbon developed from apricot stone. Desalination 276(1-
3): 148-153.
Mulya, P.W., Jumina, J.,
Siswanta, D. & Ngurah, B.I.G.M. 2014. Advanced Materials Research 1043:
129-132.
Mututuvari, T.M. 2014.
Supramolecular biopolymeric composite materials: Green synthesis,
characterization, and applications. Dissertation. Marquette University,
Wilwaukee, Wisconsin (Unpublished).
Peng, W., Li, H., Liu, Y.
& Song, S. 2017. A review on heavy metal ions adsorption from water by
graphene oxide and its composites. Journal of Molecular Liquids 230:
496-504.
Ramos, R.L., Rubio, L.F.,
Coronado, R.M.G. & Barron, J.M. 1995. Adsorption of trivalent chromium from
aqueous solutions onto activated carbon. Journal of Chemical Technology and
Biotechnology 62: 64-67.
Rastuti, U., Siswanta, D. & Jumina. 2016.
Synthesis and characterization of 4-Phenacyloxy benzaldehyde derivatives. Oriental
Journal of Chemistry 32(5): 2451-2458.
Reddy, N.S. & Rao, K.S.V.K. 2016.
Polymeric hydrogels: Recent advance in toxic metal ion removal and anticancer
drug delivery applications. Indian Journal of Advances in Chemical Science 4(2):
214-234.
Sajab, M.S., Chia, C.H., Zakaria, S.
& Sillanpää, M. 2017. Adsorption of heavy metal ions on surface of
functionalized oil palm empty fruit bunch fibers: Single and binary system. Sains
Malaysiana 46(1): 157-165.
Sajab, M.S., Chia, C.H., Zakaria, S.
& Khiew, P.S. 2013. Cationic and anionic modifications of oil palm empty
fruit bunch fibers for the removal of dyes from aqueous solutions. Bioresource
Technology 128: 571-577.
Satarug, S., Baker, J.R., Urbenjapol,
S., Haswell-Elkins, M., Reilly, P.E.B., Williams, D.J. & Moore, M.R. 2003.
A global perspective on cadmium pollution and toxicity in non-occupationally
exposed population. Toxicology Letters 137: 65-83.
Schneider, I.A.H., Rubio, J. &
Smith, R.W. 2001. Biosorption of metal onto plant biomass: Exchange adsorption
or surface precipitation. International Journal of Mineral Processing 62(1-4):
111-120.
Sharififard, H., Nabavinia, M. &
Soleimani, M. 2016. Evaluation of adsorption efficiency of activated
carbon/chitosan composite for removal of Cr(VI) and Cd(II) from single and
bi-solute solution. Advances in Environmental Technology 4: 215-227.
Sitko, R., Turek, E., Zawisza, B.,
Malicka, E., Talik, E., Heimann, J., Gagor, A., Feist, B. & Wrzalik, R.
2013. Adsorption of divalent metal ions from aqueous solution using graphene
oxide. Dalton Transactions 42(16): 5682-5689.
Tran, C.D., Prosenc, F., Franko, M.
& Benzi, G. 2016. One-pot synthesis of biocompatible silver nanoparticle
composites from cellulose and keratin: Characterization and antimicrobial
activity. ACS Applied Materials & Interfaces 8(50): 34791- 34801.
Trawneh, S.A. 2015. Studies on
adsorption removal of some heavy metals ions by calix[4]resorcine. Jordan
Journal of Earth and Environmental Sciences 7(1): 1-9.
Utomo, S.B., Jumina & Wahyuningsih,
T.D. 2009. The adsorption of Pb(II) and Cr(III) by polypropylcalix[4]arene
polymer. Indonesian Journal of Chemistry 9(3): 437-444.
Zhang, Y., Zheng, R., Zhao, J., Ma, F.,
Zhang, Y. & Meng, Q. 2014. Characterization of -treated rice husk adsorbent
and adsorption of copper (II) from aqueous solution. BioMed Research International 2014: Article ID. 496878.
*Pengarang
untuk surat-menyurat; email: jumina@ugm.ac.id
|