Adsorption and Recovery of Polyphenolic Flavonoids Using TiO2-Functionalized Mesoporous Silica Nanoparticles

Khan, M. Arif; Wallace, William T.; Islam, Syed Z.; Nagpure, Suraj; Strzalka, Joseph; Littleton, John M.; Rankin, Stephen E.; Knutson, Barbara L.

doi:10.1021/acsami.7b09510

Adsorption and Recovery of Polyphenolic Flavonoids Using TiO₂-Functionalized Mesoporous Silica Nanoparticles

Journal Article · Mon Aug 21 00:00:00 EDT 2017 · ACS Applied Materials and Interfaces

DOI:https://doi.org/10.1021/acsami.7b09510· OSTI ID:1395148

Khan, M. Arif ^[1]; Wallace, William T. ^[1]; Islam, Syed Z. ^[1]; Nagpure, Suraj ^[1]; Strzalka, Joseph ^[2]; Littleton, John M. ^[3]; ^[1]; ^[1]

Univ. of Kentucky, Lexington, KY (United States)
Argonne National Lab. (ANL), Argonne, IL (United States)
Naprogenix Inc., Lexington, KY (United States)

Exploiting specific interactions with titania (TiO₂) has been proposed for the separation and recovery of a broad range of biomolecules and natural products, including therapeutic polyphenolic flavonoids which are susceptible to degradation, such as quercetin. Functionalizing mesoporous silica with TiO₂ has many potential advantages over bulk and mesoporous TiO₂ as an adsorbent for natural products, including robust synthetic approaches leading to high surface area, stable separation platforms. Here, TiO₂ surface functionalized mesoporous silica nanoparticles (MSNPs) are synthesized and characterized as a function of TiO₂ content (up to 636 mg TiO2/g). The adsorption isotherms of two polyphenolic flavonoids, quercetin and rutin, were determined (0.05-10 mg/ml in ethanol), and a 100-fold increase in the adsorption capacity was observed relative to functionalized nonporous particles with similar TiO₂ surface coverage. An optimum extent of functionalization (approximately 440 mg TiO₂/g particles) is interpreted from characterization techniques including grazing incidence x-ray scattering (GIXS), high resolution transmission electron microscopy (HRTEM) and nitrogen adsorption, which examined the interplay between the extent of TiO₂ functionalization and the accessibility of the porous structures. The recovery of flavonoids is demonstrated using ligand displacement in ethanolic citric acid solution (20% w/v), in which greater than 90% recovery can be achieved in a multistep extraction process. The radical scavenging activity (RSA) of the recovered and particle-bound quercetin as measured by 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay demonstrates greater than 80% retention of antioxidant activity by both particle-bound and recovered quercetin. In conclusion, these mesoporous titanosilicate materials can serve as a synthetic platform to isolate, recover, and potentially deliver degradation-sensitive natural products to biological systems.

View Accepted Manuscript (DOE)

Research Organization:: Argonne National Lab. (ANL), Argonne, IL (United States)

Sponsoring Organization:: National Institutes of Health (NIH); USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22), Scientific User Facilities Division

Grant/Contract Number:: AC02-06CH11357

OSTI ID:: 1395148

Journal Information:: ACS Applied Materials and Interfaces, Journal Name: ACS Applied Materials and Interfaces Journal Issue: 37 Vol. 9; ISSN 1944-8244

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

References (70)

Effects of Pore Size and Tethering on the Diffusivity of Lipids Confined in Mesoporous Silica Schlipf, Daniel M.; Zhou, Shanshan; Khan, M. Arif Advanced Materials Interfaces, Vol. 4, Issue 9 https://doi.org/10.1002/admi.201601103	journal	February 2017
Self-Assembled TiO ₂ Nanocrystal Clusters for Selective Enrichment of Intact Phosphorylated Proteins Lu, Zhenda; Ye, Miaomiao; Li, Ni Angewandte Chemie International Edition, Vol. 49, Issue 10 https://doi.org/10.1002/anie.200906648	journal	March 2010
Adsorption and catalysis of flavonoid quercetin on different plasmonic metal nanoparticles monitored by SERS: SERS studies of metal-induced quercetin catalysis Jurasekova, Z.; Domingo, C.; Garcia-Ramos, J. V. Journal of Raman Spectroscopy, Vol. 43, Issue 12 https://doi.org/10.1002/jrs.4114	journal	September 2012
Selective separation of flavonoid glycosides in Dalbergia odorifera by matrix solid-phase dispersion using titania Xu, Lingyan; Shi, Hui; Liang, Tu Journal of Separation Science, Vol. 34, Issue 11 https://doi.org/10.1002/jssc.201100024	journal	April 2011
Amorphous titanium dioxide as an adsorbent for dye polluted water and its recyclability Sriprang, Pimpaporn; Wongnawa, Sumpun; Sirichote, Orawan Journal of Sol-Gel Science and Technology, Vol. 71, Issue 1 https://doi.org/10.1007/s10971-014-3327-3	journal	March 2014
Preparation of monodisperse silica particles: Control of size and mass fraction Bogush, G. H.; Tracy, M. A.; Zukoski, C. F. Journal of Non-Crystalline Solids, Vol. 104, Issue 1, p. 95-106 https://doi.org/10.1016/0022-3093(88)90187-1	journal	August 1988
Influence of iron chelation on the antioxidant activity of flavonoids van Acker, Saskia A. B. E.; van Balen, Georgette Plemper; van den Berg, Dirk–Jan Biochemical Pharmacology, Vol. 56, Issue 8 https://doi.org/10.1016/S0006-2952(98)00102-6	journal	October 1998
The influence of pH on antioxidant properties and the mechanism of antioxidant action of hydroxyflavones Lemańska, Katarzyna; Szymusiak, Henryk; Tyrakowska, Bożena Free Radical Biology and Medicine, Vol. 31, Issue 7 https://doi.org/10.1016/S0891-5849(01)00638-4	journal	October 2001
Quercetin conjugated poly(β-amino esters) nanogels for the treatment of cellular oxidative stress Gupta, Prachi; Authimoolam, Sundar P.; Hilt, J. Zach Acta Biomaterialia, Vol. 27 https://doi.org/10.1016/j.actbio.2015.08.039	journal	November 2015
Structural features and photocatalytic behaviour of titania deposited within the pores of SBA-15 Busuioc, A.; Meynen, V.; Beyers, E. Applied Catalysis A: General, Vol. 312 https://doi.org/10.1016/j.apcata.2006.06.043	journal	September 2006
Combined TiO2/SiO2 mesoporous photocatalysts with location and phase controllable TiO2 nanoparticles Beyers, E.; Biermans, E.; Ribbens, S. Applied Catalysis B: Environmental, Vol. 88, Issue 3-4 https://doi.org/10.1016/j.apcatb.2008.10.009	journal	May 2009
TiO2–MCM-41 for the photocatalytic abatement of NOx in gas phase Signoretto, M.; Ghedini, E.; Trevisan, V. Applied Catalysis B: Environmental, Vol. 95, Issue 1-2 https://doi.org/10.1016/j.apcatb.2009.12.019	journal	March 2010
TiO2–SiO2 films from organic-free colloidal TiO2 anatase nanoparticles as photocatalyst for removal of volatile organic compounds from indoor air Šuligoj, Andraž; Štangar, Urška Lavrenčič; Ristić, Alenka Applied Catalysis B: Environmental, Vol. 184 https://doi.org/10.1016/j.apcatb.2015.11.007	journal	May 2016
Multitargeted cancer prevention by quercetin Murakami, Akira; Ashida, Hitoshi; Terao, Junji Cancer Letters, Vol. 269, Issue 2 https://doi.org/10.1016/j.canlet.2008.03.046	journal	October 2008
Adsorption and electronic states of morin on TiO2 nanoparticles Zdyb, Agata; Krawczyk, Stanisław Chemical Physics, Vol. 443 https://doi.org/10.1016/j.chemphys.2014.08.009	journal	October 2014
Flavonoid adsorption and stability on titania-functionalized silica nanoparticles Schlipf, Daniel M.; Jones, Cory A.; Armbruster, Marie E. Colloids and Surfaces A: Physicochemical and Engineering Aspects, Vol. 478 https://doi.org/10.1016/j.colsurfa.2015.03.039	journal	August 2015
Hydrochloric acid leaching behavior of different treated Panxi ilmenite concentrations Zhang, Li; Hu, Huiping; Liao, Zhi Hydrometallurgy, Vol. 107, Issue 1-2 https://doi.org/10.1016/j.hydromet.2011.01.006	journal	April 2011
Threshold dissociation and molecular modeling of transition metal complexes of flavonoids Zhang, Junmei; Brodbelt, Jennifer S.; Wang, Junmei Journal of the American Society for Mass Spectrometry, Vol. 16, Issue 2 https://doi.org/10.1016/j.jasms.2004.10.005	journal	February 2005
Preparation of Au/TiO2 nanocomposites and their catalytic activity for DPPH radical scavenging reaction Isono, Ryoko; Yoshimura, Tomokazu; Esumi, Kunio Journal of Colloid and Interface Science, Vol. 288, Issue 1 https://doi.org/10.1016/j.jcis.2005.02.078	journal	August 2005
Stabilization of quercetin flavonoid in MCM-41 mesoporous silica: positive effect of surface functionalization Berlier, Gloria; Gastaldi, Lucia; Ugazio, Elena Journal of Colloid and Interface Science, Vol. 393 https://doi.org/10.1016/j.jcis.2012.10.073	journal	March 2013
Effect of extraction solvent on total phenol content, total flavonoid content, and antioxidant activity of Limnophila aromatica Do, Quy Diem; Angkawijaya, Artik Elisa; Tran-Nguyen, Phuong Lan Journal of Food and Drug Analysis, Vol. 22, Issue 3 https://doi.org/10.1016/j.jfda.2013.11.001	journal	September 2014
Adsorption characteristics and separation of Cr(III) and Cr(VI) on hydrous titanium(IV) oxide Tel, H.; Altas, Y.; Taner, M. Journal of Hazardous Materials, Vol. 112, Issue 3 https://doi.org/10.1016/j.jhazmat.2004.05.025	journal	August 2004
The removal of basic dyes from aqueous solutions using agricultural by-products Wang, Xue Song; Zhou, Yin; Jiang, Yu Journal of Hazardous Materials, Vol. 157, Issue 2-3 https://doi.org/10.1016/j.jhazmat.2008.01.004	journal	September 2008
Removal of Reactive Red 195 from aqueous solutions by adsorption on the surface of TiO2 nanoparticles Belessi, V.; Romanos, G.; Boukos, N. Journal of Hazardous Materials, Vol. 170, Issue 2-3 https://doi.org/10.1016/j.jhazmat.2009.05.045	journal	October 2009
Development and evaluation of biodegradable polymeric nanoparticles for the effective delivery of quercetin using a quality by design approach Dinesh Kumar, V.; Verma, Priya Ranjan Prasad; Singh, Sandeep Kumar LWT - Food Science and Technology, Vol. 61, Issue 2 https://doi.org/10.1016/j.lwt.2014.12.020	journal	May 2015
Flavonols and cardiovascular disease Perez-Vizcaino, Francisco; Duarte, Juan Molecular Aspects of Medicine, Vol. 31, Issue 6 https://doi.org/10.1016/j.mam.2010.09.002	journal	December 2010
Enhanced photocatalytic performance of mesoporous TiO 2 coated SBA-15 nanocomposites fabricated through a novel approach: supercritical deposition aided by liquid-crystal template Liu, Chen; Lin, Xiao; Li, Youji Materials Research Bulletin, Vol. 75 https://doi.org/10.1016/j.materresbull.2015.10.052	journal	March 2016
A facile way to synthesize mesoporous silica with Ia3d cubic symmetry Wang, Hong Ji; Wu, Zheng Ying; Wang, Yi Meng Materials Letters, Vol. 62, Issue 3 https://doi.org/10.1016/j.matlet.2007.05.039	journal	February 2008
Evaluation of metal oxide phase assembling mode inside the nanotubular pores of mesostructured silica Vradman, L.; Landau, M. V.; Kantorovich, D. Microporous and Mesoporous Materials, Vol. 79, Issue 1-3 https://doi.org/10.1016/j.micromeso.2004.11.023	journal	April 2005
TiO2/DMS-1 disordered mesoporous silica system: Structural characteristics and methylene blue photodegradation activity Acosta-Silva, Y. J.; Nava, R.; Hernández-Morales, V. Microporous and Mesoporous Materials, Vol. 170 https://doi.org/10.1016/j.micromeso.2012.11.027	journal	April 2013
Synthesis and surface functionalization of silica nanoparticles for nanomedicine Liberman, Alexander; Mendez, Natalie; Trogler, William C. Surface Science Reports, Vol. 69, Issue 2-3 https://doi.org/10.1016/j.surfrep.2014.07.001	journal	September 2014
Quercetin molecularly imprinted polymers: Preparation, recognition characteristics and properties as sorbent for solid-phase extraction Song, Xingliang; Li, Jinhua; Wang, Jiangtao Talanta, Vol. 80, Issue 2 https://doi.org/10.1016/j.talanta.2009.07.051	journal	December 2009
Solid-phase extraction approach for phospholipids profiling by titania-coated silica microspheres prior to reversed-phase liquid chromatography–evaporative light scattering detection and tandem mass spectrometry analysis Bian, Juan; Xue, Yun; Yao, Kai Talanta, Vol. 123 https://doi.org/10.1016/j.talanta.2014.02.001	journal	June 2014
Amine-functionalized TiO 2 nanoparticles for highly selective enrichment of phosphopeptides Liu, Hailong; Zhou, Jiahong; Huang, Heyong Talanta, Vol. 143 https://doi.org/10.1016/j.talanta.2015.05.019	journal	October 2015
X-ray Diffraction Imaging of Anatase and Rutile Sakurai, Kenji; Mizusawa, Mari Analytical Chemistry, Vol. 82, Issue 9 https://doi.org/10.1021/ac9024126	journal	May 2010
Adsorption of Amino Acids and Peptides on Metal and Oxide Surfaces in Water Environment: A Synthetic and Prospective Review Costa, D.; Savio, L.; Pradier, C-M. The Journal of Physical Chemistry B, Vol. 120, Issue 29 https://doi.org/10.1021/acs.jpcb.6b05954	journal	July 2016
Phosphopeptide Separation Using Radially Aligned Titania Nanotubes on Titanium Wire Wijeratne, Aruna B.; Wijesundera, Dharshana N.; Paulose, Maggie ACS Applied Materials & Interfaces, Vol. 7, Issue 21 https://doi.org/10.1021/acsami.5b00799	journal	May 2015
Development of the Affinity Materials for Phosphorylated Proteins/Peptides Enrichment in Phosphoproteomics Analysis Wang, Zhi-Gang; Lv, Nan; Bi, Wen-Zhi ACS Applied Materials & Interfaces, Vol. 7, Issue 16 https://doi.org/10.1021/acsami.5b01254	journal	April 2015
Atomic Layer Deposited (ALD) TiO ₂ on Fibrous Nano-Silica (KCC-1) for Photocatalysis: Nanoparticle Formation and Size Quantization Effect Singh, Rustam; Bapat, Rudheer; Qin, Lijun ACS Catalysis, Vol. 6, Issue 5 https://doi.org/10.1021/acscatal.6b00418	journal	March 2016
Improving the Sunscreen Properties of TiO ₂ through an Understanding of Its Catalytic Properties Morsella, Michela; d’Alessandro, Nicola; Lanterna, Anabel E. ACS Omega, Vol. 1, Issue 3 https://doi.org/10.1021/acsomega.6b00177	journal	September 2016
Biocompatible Deep Eutectic Solvents Based on Choline Chloride: Characterization and Application to the Extraction of Rutin from Sophora japonica Zhao, Bing-Yi; Xu, Pei; Yang, Fu-Xi ACS Sustainable Chemistry & Engineering, Vol. 3, Issue 11 https://doi.org/10.1021/acssuschemeng.5b00619	journal	October 2015
Pore-Size Dependent Protein Adsorption and Protection from Proteolytic Hydrolysis in Tailored Mesoporous Silica Particles Schlipf, Daniel M.; Rankin, Stephen E.; Knutson, Barbara L. ACS Applied Materials & Interfaces, Vol. 5, Issue 20 https://doi.org/10.1021/am402754h	journal	October 2013
Design and Fabrication of Branched Polyamine Functionalized Mesoporous Silica: An Efficient Absorbent for Water Remediation Nayab, Sana; Farrukh, Aleeza; Oluz, Zehra ACS Applied Materials & Interfaces, Vol. 6, Issue 6 https://doi.org/10.1021/am500123k	journal	March 2014
Facile Synthesis of Monodisperse Spherical MCM-48 Mesoporous Silica Nanoparticles with Controlled Particle Size Kim, Tae-Wan; Chung, Po-Wen; Lin, Victor S. -Y. Chemistry of Materials, Vol. 22, Issue 17 https://doi.org/10.1021/cm1017344	journal	September 2010
Characterization of Large-Pore MCM-41 Molecular Sieves Obtained via Hydrothermal Restructuring Sayari, A.; Liu, P.; Kruk, M. Chemistry of Materials, Vol. 9, Issue 11 https://doi.org/10.1021/cm970128o	journal	November 1997
Composite Titanium Dioxide Nanomaterials Dahl, Michael; Liu, Yiding; Yin, Yadong Chemical Reviews, Vol. 114, Issue 19 https://doi.org/10.1021/cr400634p	journal	May 2014
Citric Acid Adsorption on TiO ₂ Nanoparticles in Aqueous Suspensions at Acidic and Circumneutral pH: Surface Coverage, Surface Speciation, and Its Impact on Nanoparticle−Nanoparticle Interactions Mudunkotuwa, Imali A.; Grassian, Vicki H. Journal of the American Chemical Society, Vol. 132, Issue 42 https://doi.org/10.1021/ja106091q	journal	October 2010
A Citric Acid-Derived Ligand for Modular Functionalization of Metal Oxide Surfaces via “Click” Chemistry Bishop, Lee M.; Yeager, Joseph C.; Chen, Xin Langmuir, Vol. 28, Issue 2 https://doi.org/10.1021/la204145t	journal	December 2011
Histidine Adsorption on TiO ₂ Nanoparticles: An Integrated Spectroscopic, Thermodynamic, and Molecular-Based Approach toward Understanding Nano–Bio Interactions Mudunkotuwa, Imali A.; Grassian, Vicki H. Langmuir, Vol. 30, Issue 29 https://doi.org/10.1021/la500722n	journal	July 2014
Phosphate-Modified TiO ₂ Nanoparticles for Selective Detection of Dopamine, Levodopa, Adrenaline, and Catechol Based on Fluorescence Quenching Wu, Hsin-Pin; Cheng, Tian-Lu; Tseng, Wei-Lung Langmuir, Vol. 23, Issue 14 https://doi.org/10.1021/la700555y	journal	July 2007
Titania Coatings on Monodisperse Silica Spheres (Characterization Using 2-Propanol Dehydration and TEM) Hanprasopwattana, A.; Srinivasan, S.; Sault, A. G. Langmuir, Vol. 12, Issue 13 https://doi.org/10.1021/la950808a	journal	January 1996
Standard Nitrogen Adsorption Data for Characterization of Nanoporous Silicas Jaroniec, Mietek; Kruk, Michal; Olivier, James P. Langmuir, Vol. 15, Issue 16 https://doi.org/10.1021/la990136e	journal	August 1999
Facile Synthesis of Monodispersed Mesoporous Silica Nanoparticles with Ultralarge Pores and Their Application in Gene Delivery Kim, Mi-Hee; Na, Hee-Kyung; Kim, Young-Kwan ACS Nano, Vol. 5, Issue 5 https://doi.org/10.1021/nn103130q	journal	April 2011
A facile colorimetric assay for determination of salicylic acid in tobacco leaves using titanium dioxide nanoparticles Tseng, Po-Jen; Wang, Chiung-Yi; Huang, Tzu-Yun Anal. Methods, Vol. 6, Issue 6 https://doi.org/10.1039/C3AY42209G	journal	January 2014
TiO ₂ –mesoporous silica nanocomposites: cooperative effect in the photocatalytic degradation of dyes and drugs Zaccariello, G.; Moretti, E.; Storaro, L. RSC Adv., Vol. 4, Issue 71 https://doi.org/10.1039/C4RA06767C	journal	January 2014
Quercetin in anti-diabetic research and strategies for improved quercetin bioavailability using polymer-based carriers – a review Mukhopadhyay, Piyasi; Prajapati, A. K. RSC Advances, Vol. 5, Issue 118 https://doi.org/10.1039/C5RA18896B	journal	January 2015
Mesoporous silica nanoparticles in biomedical applications Li, Zongxi; Barnes, Jonathan C.; Bosoy, Aleksandr Chemical Society Reviews, Vol. 41, Issue 7, p. 2590-2605 https://doi.org/10.1039/c1cs15246g	journal	January 2012
Adsorption of organic molecules on rutile TiO2 and anatase TiO2 single crystal surfaces Thomas, Andrew G.; Syres, Karen L. Chemical Society Reviews, Vol. 41, Issue 11 https://doi.org/10.1039/c2cs35057b	journal	January 2012
Recent progress in mesoporous titania materials: adjusting morphology for innovative applications Vivero-Escoto, Juan L.; Chiang, Ya-Dong; Wu, Kevin Science and Technology of Advanced Materials, Vol. 13, Issue 1 https://doi.org/10.1088/1468-6996/13/1/013003	journal	February 2012
Flavonoids: a review of probable mechanisms of action and potential applications Nijveldt, Robert J.; van Nood, Els; van Hoorn, Danny EC The American Journal of Clinical Nutrition, Vol. 74, Issue 4 https://doi.org/10.1093/ajcn/74.4.418	journal	October 2001
Scherrer grain-size analysis adapted to grazing-incidence scattering with area detectors Smilgies, Detlef-M. Journal of Applied Crystallography, Vol. 42, Issue 6 https://doi.org/10.1107/S0021889809040126	journal	October 2009
The dedicated high-resolution grazing-incidence X-ray scattering beamline 8-ID-E at the Advanced Photon Source Jiang, Zhang; Li, Xuefa; Strzalka, Joseph Journal of Synchrotron Radiation, Vol. 19, Issue 4 https://doi.org/10.1107/S0909049512022017	journal	June 2012
GIXSGUI : a MATLAB toolbox for grazing-incidence X-ray scattering data visualization and reduction, and indexing of buried three-dimensional periodic nanostructured films Jiang, Zhang Journal of Applied Crystallography, Vol. 48, Issue 3 https://doi.org/10.1107/S1600576715004434	journal	April 2015
Direct isolation of flavonoids from plants using ultra‐small anatase TiO ₂ nanoparticles Kurepa, Jasmina; Nakabayashi, Ryo; Paunesku, Tatjana The Plant Journal, Vol. 77, Issue 3 https://doi.org/10.1111/tpj.12361	journal	November 2013
Morin Flavonoid Adsorbed on Mesoporous Silica, a Novel Antioxidant Nanomaterial Arriagada, Francisco; Correa, Olosmira; Günther, Germán PLOS ONE, Vol. 11, Issue 11 https://doi.org/10.1371/journal.pone.0164507	journal	November 2016
Quercetin and Its Derivatives: Synthesis, Pharmacological Uses with Special Emphasis on Anti-Tumor Properties and Prodrug with Enhanced Bio-Availability Hirpara, Ketan V.; Aggarwal, Pawan; Mukherjee, Amrita J. Anti-Cancer Agents in Medicinal Chemistry, Vol. 9, Issue 2 https://doi.org/10.2174/187152009787313855	journal	February 2009
Plant Phenolics: Extraction, Analysis and Their Antioxidant and Anticancer Properties Dai, Jin; Mumper, Russell J. Molecules, Vol. 15, Issue 10 https://doi.org/10.3390/molecules15107313	journal	October 2010
Techniques for Analysis of Plant Phenolic Compounds Khoddami, Ali; Wilkes, Meredith; Roberts, Thomas Molecules, Vol. 18, Issue 2 https://doi.org/10.3390/molecules18022328	journal	February 2013
Mesoporous Titania Powders: The Role of Precursors, Ligand Addition and Calcination Rate on Their Morphology, Crystalline Structure and Photocatalytic Activity Masolo, Elisabetta; Meloni, Manuela; Garroni, Sebastiano Nanomaterials, Vol. 4, Issue 3 https://doi.org/10.3390/nano4030583	journal	July 2014
Mesoporous Silica Nanospheres Functionalized by Tio2 as a Photoactive Antibacterial Agent Cendrowski, Krzysztof Journal of Nanomedicine & Nanotechnology, Vol. 04, Issue 06 https://doi.org/10.4172/2157-7439.1000182	journal	January 2013

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36 MATERIALS SCIENCE
adsorption
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