Removal of Triolein Lipid From Aqueous System by Molecularly Imprinted Chitosan and Its Derivative

  • Soma Chakraborty Department of Chemistry, School of Science and Engineering, Loyola Schools, Ateneo de Manila University, Loyola Heights, Quezon City 1108
  • Xyza Jane Templonuevo Department of Chemistry, School of Science and Engineering, Loyola Schools, Ateneo de Manila University, Loyola Heights, Quezon City 1108
Keywords: chitosan, N-acylated chitosan, molecularly imprinted polymer, triolein, lipid pollution


Chitosan was molecularly imprinted to remove triolein (a model lipid triacylglyceride) from water. Molecularly-imprinted chitosan (chitosan-MIP) was synthesized by crosslinking it with glutaraldehyde in the presence of triolein as the template at 50°C for 2h. MIPs of octanoyl derivative of chitosan(Oct-MIP) were also prepared by similar method. Octanoyl chitosan was synthesized by N-acylation of chitosan using octanoyl chloride at room temperature for 12h. Contact angle measurements of water droplet on chitosan and octanoyl chitosan revealed increased hydrophobicity of octanoyl derivative of chitosan. FTIR spectroscopy was used to characterize the derivative and the MIPs. All the synthesized polymers. Oct-MIP and chitosan-MIP could imprint approximately 77% and 66% of triolein template, respectively. Binding experiments revealed that Oct-MIP exhibit higher triolein binding capacity than corresponding non-acylated polymers. In 6h, 1mg of Oct-MIP and chitosan-MIP could rebind 534.50µg and 380.35µg of triolein respectively. Non Imprinted octanoyl chitosan and chitosan bound 272µg and 198.24µg triolein respectively. Both types of MIPs could also bind a triolein analog (1,3-dioleoyl-2-palmitoyl glycerol).


Aburto J, Le Borgne S. Selective adsorption of dibenzothiophene sulfone by an imprinted and stimuli‐responsive chitosan hydrogel. Macromolecules. 2004; 37(8): 2938‐2943.
Ahmad AL, Sumathi S, Hameed BH. Adsorption of residue oil from palm oil mill effluent using powder and flake chitosan: Equilibrium and kinetic studies. Water Res. 2005; 39(12): 2483–2494.
Bucas G, Saliot A. Sea transport of animal and vegetable oils and its environmental consequences. Mar. Pollut. Bull. 2002; 44(12): 1388–1396.
Cammarota MC, Freire DMG. A review on hydrolytic enzymes in the treatment of wastewater with high oil and grease content. Bioresour Technol. 2006; 97(17): 2195-2210.
Campo P, Zhao Y, Suidan MT, Venosa AD. Aerobic fate and impact of canola oil in aquatic media. Clean Technol. Environ. Policy. 2012; 14(1): 125–132.
Chang Y, Zhang L, Ying H, Li Z, Lv H, Ouyang P. Desulfurization of Gasoline using Molecularly Imprinted Chitosan as Selective Adsorbents. Appl. Biochem. Biotechnol. 2010; 160(2): 593–603.
Chipasa KB, Medrzycka K. Behavior of lipids in biological wastewater treatment processes. J. Ind. Microbiol. Biotechnol.2006; 33(8): 635-45.
Christie N, Moldan A. Effects of fish factory effluent on the benthic macrofauna of Saldanha Bay. Mar. Pollut. Bull. 1977; 8(2): 41–45.
Crump-Wiesner HJ, Jennings AL. Properties and effects of nonpetroleum oils. In: Proceedings of the 1975 Conference on Prevention and Control of Oil Pollution, 1975; 29–32.
Dai CM, Geissen SU, Zhang YL, Zhou XF. Selective removal of diclofenac from contaminated water using molecularly imprinted polymer microspheres. Environmental Pollution. 2011; 159(6): 1660-1666.
El-Gawad. Oil and grease removal from industrial wastewater using new utility approach. Advances in Environmental Chemistry. 2014. Article ID 916878, 6 pages.
Jensen PD, Yap SD, Boyle-Gotla A, Janoschka J, Carney C, Pidou M, Batstone DJ. Anaerobic membrane bioreactors enable high rate treatment of slaughterhouse wastewater, Biochemical Engineering Journal.2015; 97: 132–141.
Krupadam RJ, Khan MS, Wate SR. Removal of probable human carcinogenic polycyclic aromatic hydrocarbons from contaminated water using molecularly imprinted polymer. Water Res. 2010; 44(3): 681-688.
Lalman J, Bagley D. Anaerobic degradation and inhibitory effects of linoleic acid. Water Res. 2000; 34(17): 4220-4228.
Lalman J, Bagley D. Anaerobic degradation and methanogenic inhibitory effects of oleic and stearic acids. Water Res. 2001.; 35(12): 2975-2983.
Lazaridis NK, Kyzas GZ, Vassliou AA, Bikiaris DN. Chitosan Derivatives as Biosorbents for Basic Dyes, Langmuir 2007; 23, 7634-7643
Lucci P, Núñez O, Galceran MT. Solid-phase extraction using molecularly imprinted polymer for selective extraction of natural and synthetic estrogens from aqueous samples. J. Chromatogr. A. 2011; 1218(30): 4828-4833.
Remant Bahadur RKC, Aryal S, Bhattarai SR, Bhattarai N, Kim CH, Kim HY. Stabilization of gold nanoparticles by hydrophobically-modified polycations. J. Biomater. Sci., Polym. Ed. 2006; 17(5): 579-589.
Russell D, Carlson B. Edible oil pollution on Fanning Island. Pac. Sci. 1978; 1–15.
Salam DA, Naik N, Suidan MT, Venosa AD. Assessment of aquatic toxicity and oxygen depletion during aerobic biodegradation of vegetable oil: Effect of oil loading and mixing regime. Environ. Sci. Technol. 2012; 46(4): 2352-2359.
Sikiti P, Msagati TAM, Mamba BB, Mishra AK. Synthesis and characterization of molecularly imprinted polymers for the remediation of PCBs and dioxins in aqueous environments. J. Environ. Health Sci. Eng. 2014; 12: 82.
Wang J, Zhuang S. Removal of various pollutants from water and wastewater by modified chitosan adsorbents. Crit Rev Env Sci Tec. 2018; 47,23: 2331-2386.
Yu Q, Deng S, Yu G. Selective removal of perfluorooctane sulfonate from aqueous solution using chitosan-based molecularly imprinted polymer adsorbents. Water Research. 2008; 12: 3089-3097.
Zhang W, Zhu Z, Zhang H, Qiu Y. Selective Removal of the Genotoxic Compound 2-Aminopyridine in Water Using Molecularly Imprinted Polymers Based on Magnetic Chitosan and β-Cyclodextrin. Int J Environ Res Public Health. 2017; 14(9): 991-3101.
How to Cite
Chakraborty, S., & Templonuevo, X. J. (2018). Removal of Triolein Lipid From Aqueous System by Molecularly Imprinted Chitosan and Its Derivative. KIMIKA, 29(1), 11-16.
Research Articles