Hostname: page-component-cd9895bd7-dzt6s Total loading time: 0 Render date: 2024-12-23T11:38:57.816Z Has data issue: false hasContentIssue false
  • English
  • Français

Preparation of indole surface molecularly imprinted polymer by atom transfer radical emulsion polymerization and its adsorption performance

Published online by Cambridge University Press:  24 September 2013

Yang Wenming ,
Cao Yang ,
Xu Xiaoling ,
Zhou Zhiping ,
Liu Lukuan  and
Xu Wanzhen
Yang Wenming*
Affiliation:
School of Materials Science and Engineering, Jiangsu University, Zhenjiang 212013, China
Cao Yang*
Affiliation:
School of the Environment, Jiangsu University, Zhenjiang 212013, China
Xu Xiaoling
Affiliation:
School of the Environment, Jiangsu University, Zhenjiang 212013, China
Zhou Zhiping*
Affiliation:
School of Materials Science and Engineering, Jiangsu University, Zhenjiang 212013, China
Liu Lukuan
Affiliation:
School of the Environment, Jiangsu University, Zhenjiang 212013, China
Xu Wanzhen*
Affiliation:
School of the Environment, Jiangsu University, Zhenjiang 212013, China
*
a)Address all correspondence to these authors. e-mail: [email protected]
b)e-mail: [email protected]
Get access

Abstract

The indole molecularly imprinted polymer (indole-MIP) was synthesized by atom transfer radical emulsion polymerization (ATREP). The novel adsorbent was used to adsorb indole from fuel oil. The indole-MIP had a high selectivity to indole, and the mass transfer limitations were overcome. The property and morphology of indole-MIP were described by a series of characterization methods. A great specific area and more pores of indole-MIP were shown. The static adsorption experiments display that equilibrium adsorption capacity of indole-MIP was 34.488 mg/g. The adsorption process was spontaneous by thermodynamic analysis, and a dense mass of indole was adsorbed onto indole-MIP at a proper low temperature (298 K). Pseudo-second-order kinetic model was more fitted with experimental data. Both Langmuir and Freundlich isotherm models were obeyed by adsorption isotherm test. The selective and competitive performances of indole-MIP were favorable, and the regeneration capacity was appreciable.

Type
Articles
Information
Journal of Materials Research , Volume 28 , Issue 19 , 14 October 2013 , pp. 2666 - 2676
Copyright
Copyright © Materials Research Society 2013 

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

REFERENCES

van Amsterdam, J.G.C., Hollander, A., Snelder, J.D., Fischer, P.H., van Loveren, H., Vos, J.G., Opperhuizen, A., and Steerenberg, P.A.: The effect of air pollution on exhaled nitric oxide of atopic and nonatopic subjects. Nitric Oxide 3, 492 (1999).CrossRefGoogle ScholarPubMed
Xiang, C.E., Chai, Y.M., Liu, Y.Q., and Liu, C.G.: Mutual influences of hydrodesulfurization of dibenzothiophene and hydrodenitrogenation of indole over NiMoS/γ-Al2O3 catalyst. J. Fuel Chem. Technol. 36, 684 (2008).CrossRefGoogle Scholar
Cheng, H.B., Kumar, M., and Lin, J.G.: Interpretation of redox potential variation during biological denitrification using linear non-equilibrium thermodynamic model. Int. Biodeterior. Biodegrad. 67, 28 (2012).CrossRefGoogle Scholar
Ma, S.C., Jin, Y.J., Jin, X., Yao, J.J., Zhang, B., Dong, S., and Shi, R.X.: Influences of co-existing components in flue gas on simultaneous desulfurization and denitrification using microwave irradiation over activated carbon. J. Fuel Chem. Technol. 39, 460 (2011).CrossRefGoogle Scholar
Kimura, K., Nakamura, M., and Watanabe, Y.: Nitrate removal by a combination of elemental sulfur-based denitrification and membrane filtration. Water Res. 36, 1758 (2002).CrossRefGoogle ScholarPubMed
Mahmoud, W.E., Chang, Y.C., Al-Ghamdi, A.A., and Al-Marzouki, F.: Encapsulation of β-galactosidase from Aspergillus oryzae based on “fish-in-net” approach with molecular imprinting technique. Polym. Compos. 34, 299 (2013).CrossRefGoogle Scholar
Deng, F., Li, Y., Luo, X., Yang, L., and Tu, X.: Preparation of conductive polypyrrole/TiO2 nanocomposite via surface molecular imprinting technique and its photocatalytic activity under simulated solar light irradiation. Colloids Surf., A 395, 183 (2012).CrossRefGoogle Scholar
Gao, B.J., Liu, S., and Li, Y.: Preparation and recognition performance of uric acid-imprinted material prepared with novel surface imprinting technique. J. Chromatogr. A 1217, 2226 (2010).CrossRefGoogle ScholarPubMed
Puoci, F., Lemma, F., Cirillo, G., Curcio, M., Parisi, O.I., Spizzirri, U.G., and Picci, N.: New restricted access materials combined to molecularly imprinted polymers for selective recognition/release in water media. Eur. Polym. J. 45, 1634 (2009).CrossRefGoogle Scholar
Andersson, L.I.: Molecular imprinting: Developments and applications in the analytical chemistry field. J. Chromatogr. B 745, 3 (2000).CrossRefGoogle Scholar
He, C., Long, Y., Pan, J., Li, K., and Liu, F.: Application of molecularly imprinted polymers to solid-phase extraction of analytes from real samples. J. Biochem. Biophys. Methods 70, 133 (2007).CrossRefGoogle ScholarPubMed
Ye, L. and Mosbach, K.: Molecularly imprinted microspheres as antibody binding mimics. React. Funct. Polym. 48, 149 (2001).CrossRefGoogle Scholar
Say, R., Erdem, M., Ersoz, A., Turk, H., and Denizli, A.: Biomimetic catalysis of an organophosphate by molecularly surface imprinted polymers. Appl. Catal., A 286, 221 (2005).CrossRefGoogle Scholar
Li, J., Jiang, F., Li, Y., and Chen, Z.: Fabrication of an oxytetracycline molecular-imprinted sensor based on the competition reaction via a GOD-enzymatic amplifier. Biosens. Bioelectron. 26, 2097 (2011).CrossRefGoogle Scholar
Liang, R.G., Zhang, R.M., and Qin, W.: Potentiometric sensor based on molecularly imprinted polymer for determination of melamine in milk. Sens. Actuators, B 141, 544 (2009).CrossRefGoogle Scholar
Kan, X.W., Xing, Z.L., Zhu, A.H., Zhao, Z., Xu, G.L., Li, C., and Zhou, H.: Molecularly imprinted polymers based electrochemical sensor for bovine hemoglobin recognition. Sens. Actuators, B 168, 395 (2012)CrossRefGoogle Scholar
Wu, N., Feng, L., Tan, Y.Y., and Hu, J.M.: An optical reflected device using a molecularly imprinted polymer film sensor. Anal. Chim. Acta 653, 103 (2009).CrossRefGoogle ScholarPubMed
Shi, X., Wu, A., Qu, G., Li, R., and Zhang, D.: Development and characterisation of molecularly imprinted polymers based on methacrylic acid for selective recognition of drugs. Biomaterials 28, 3741 (2007).CrossRefGoogle ScholarPubMed
Gao, B.J., Lu, J.H., Chen, Z.P., and Guo, J.: Preparation and recognition performance of cholic acid-imprinted material prepared with novel surface-imprinting technique. Polymer 50, 3275 (2009).CrossRefGoogle Scholar
Yoshida, M., Hatate, Y., Uezu, K., Goto, M., and Furusaki, S.: Optimization of S-naproxen imprinted polymers: The combination of theoretical and experimental study. Colloids Surf., A 169, 259 (2000).CrossRefGoogle Scholar
Gao, B.J., Wang, J., An, F.Q., and Liu, Q.: Molecular imprinted material prepared by novel surface imprinting technique for selective adsorption of pirimicarb. Polymer 49, 1230 (2008).CrossRefGoogle Scholar
Theis, A., Davis, T.P., Stenzel, M.H., and Barner-Kowollik, C.: Probing the reaction kinetics of vinyl acetate free radical polymerization via living free radical polymerization (MADIX). Polymer 47, 999 (2006).CrossRefGoogle Scholar
Braunecker, W.A. and Matyjaszewski, K.: Controlled/living radical polymerization: Features, developments, and perspectives. Prog. Polym. Sci. 32, 93 (2007).CrossRefGoogle Scholar
Zhang, H.Q.: Controlled/“living” radical precipitation polymerization: A versatile polymerization technique for advanced functional polymers. Eur. Polym. J. 49, 579 (2013).CrossRefGoogle Scholar
Kowalczuk-Bleja, A., Trzebicka, B., Komber, H., Voit, B., and Dworak, A.: Controlled radical polymerization of p-(iodomethyl) styrene—a route to branched and star-like structures. Polymer 45, 9 (2004).CrossRefGoogle Scholar
París, R., Mosquera, B., and de la Fuente, J.L.: Atom transfer radical copolymerization of glycidyl methacrylate and allyl methacrylate, two functional monomers. Eur. Polym. J. 44, 2920 (2008).CrossRefGoogle Scholar
Mendonça, P.V., Serra, A.C., Silva, C.L., Simões, S., and Coelho, J.F.J.: Polymeric bile acid sequestrants-synthesis using conventional methods and new approaches based on “controlled”/living radical polymerization. Prog. Polym. Sci. 38, 445 (2013).CrossRefGoogle Scholar
Pietrasik, J. and Tsarevsky, N.V.: Synthesis of basic molecular brushes: ATRP of 4-vinylpyridine in organic media. Eur. Polym. J. 46, 2333 (2010).CrossRefGoogle Scholar
Li, X.X., Pan, J.M., Dai, J.D., Dai, X.H., Xu, L.C., Wei, X., Hang, H., Li, C.X., and Liu, Y.: Surface molecular imprinting onto magnetic yeast composites via atom transfer radical polymerization for selective recognition of cefalexin. Chem. Eng. J. 198–199, 503 (2012).CrossRefGoogle Scholar
Dai, J.D., Pan, J.M., Xu, L.C., Li, X.X., Zhou, Z.P., Zhang, R.X., and Yan, Y.S.: Preparation of molecularly imprinted nanoparticles with superparamagnetic susceptibility through atom transfer radical emulsion polymerization for the selective recognition of tetracycline from aqueous medium. J. Hazard. Mater. 205–206, 179 (2012).CrossRefGoogle ScholarPubMed
Qiu, X., Ren, X., and Hu, S.: Fabrication of dual-responsive cellulose-based membrane via simplified surface-initiated ATRP. Carbohydr. Polym. 92, 1887 (2013).CrossRefGoogle ScholarPubMed
Siegwart, D.J., Oh, J.K., and Matyjaszewski, K.: ATRP in the design of functional materials for biomedical applications. Prog. Polym. Sci. 37, 18 (2012).CrossRefGoogle ScholarPubMed
Wood, J. and Gladden, L.F.: Modelling diffusion and reaction accompanied by capillary condensation using three-dimensional pore networks. Part 1. Fickian diffusion and pseudo-first-order reaction kinetics. Chem. Eng. Sci. 57, 3033 (2002).CrossRefGoogle Scholar
Ho, Y.S. and Ofomaja, A.E.: Pseudo-second-order model for lead ion sorption from aqueous solutions onto palm kernel fiber. J. Hazard. Mater. 129, 137 (2006).CrossRefGoogle ScholarPubMed
Brocos, P., Gracia-Fadrique, J., Amigo, A., and Piñeiro, Á.: Application of the extended langmuir model to surface tension data of binary liquid mixtures. Fluid Phase Equilib. 237, 140 (2005).CrossRefGoogle Scholar
Chilton, N., Losso, N.J., Marshall, E.W., and Rao, M.R.: Freundlich adsorption isotherms of agricultural by-product-based powdered activated carbons in a geosmin–water system. Bioresour. Technol. 85, 131 (2002).Google Scholar
Smirnov, V.I. and Badelin, V.G.: Enthalpies of solution of β-alanyl-β-alanine in aqueous solution of amides at 298.15K. Thermochim. Acta 536, 74 (2012).CrossRefGoogle Scholar
Demidov, D.V., Mishin, I.V., and Mikhailov, M.N.: Gibbs free energy minimization as a way to optimize the combined steam and carbon dioxide reforming of methane. Int. J. Hydrogen Energy 36, 5941 (2011).CrossRefGoogle Scholar
Song, L., Wang, S., Jiao, C., Si, X., Li, Z., Liu, S., Liu, S., Jiang, C., Li, F., Zhang, J., Sun, L., Xu, F., and Huang, F.: Thermodynamics study of hydrogen storage materials. J. Chem. Thermodyn. 46, 86 (2012).CrossRefGoogle Scholar
Xu, W.Z., Zhou, W., Xu, P.P., Pan, J.M., Wu, X.Y., and Yan, Y.S.: A molecularly imprinted polymer based on TiO2 as a sacrificial support for selective recognition of dibenzothiophene. Chem. Eng. J. 172, 191 (2011).CrossRefGoogle Scholar