Dummy molecularly imprinted mesoporous silicates for selective adsorption of 2-naphthol

• Autorzy: Guitao Luoa , Yunping Li , An Wang , Qiang Lin , Guolin Zhang , Chun Wang
• Języki publikacji: EN

Abstrakty

EN

Dummy molecularly imprinted mesoporous silicates (MIMS-2) were made by co-condensation of tetraethyl orthosilicate (TEOS) with precursors of bi-functional mimic of 2-naphthol, 2,7-dihydroxynaphthalene, around triblock copolymer surfactant Pluronic (P123) micelles. The bi-functional template was linked to two functional monomers through thermally cleavable covalent bonds to generate imprint precursor. This provides the possibility of incorporating the target into the cross-linked mesoporous silicate matrix in the non-ionic surfactant templated sol-gel process. P123 was eluted by ethanol extraction and template molecules were removed by refluxing the materials in a mixture of dimethyl sulfoxide (DMSO) and water. MIMS-1 was prepared similarly except that 2-naphthol was used as template instead of 2,7-dihydroxynaphthalene. Solid phase extraction studies showed that MIMS-2 exhibited good retention and selectivity for 2-naphthol among its structural analogues. The mono-functional molecule 2-naphthol was unable to be incorporated into the silica matrix of mesoporous material by the identical method, and the resulting material MIMS-1 exhibits poor selectivity to the template analogues.

EN

Słowa kluczowe

EN

sol-gel preparation; porous materials; molecular imprinting; organosilicates; 2-naphthol

• Czasopismo: Open Chemistry
• Rocznik: 2015
• Tom: 13
• Numer: 1

Daty

otrzymano

2014-05-03

zaakceptowano

2014-11-07

online

2015-02-05

Twórcy

autor

Guitao Luoa

• Chengdu Institute of Biology,
  Chinese Academy of Sciences, Chengdu 610041, China

autor

Yunping Li

• Chengdu Institute of Biology,
  Chinese Academy of Sciences, Chengdu 610041, China

autor

An Wang

• College of Architecture and Environment, Sichuan
  University, Chengdu 610065, China

autor

Qiang Lin

• Chemistry & Chemical Engineering College, Hainan
  Normal University, Haikou 571158, China

autor

Guolin Zhang

• Chengdu Institute of Biology,
  Chinese Academy of Sciences, Chengdu 610041, China

autor

Chun Wang

• Chengdu Institute of Biology,
  Chinese Academy of Sciences, Chengdu 610041, China

Bibliografia

• [1] Katz A., Davis M.E., Molecular imprinting of bulk, microporoussilica, Nature, 2000, 403, 286-289
• [2] Gao D.M., Zhang Z.P., Wu M.H., Xie C.G., Guan G.J., Wang D.P., ASurface Functional Monomer-Directing Strategy for HighlyDenseImprinting of TNT at Surface of Silica Nanoparticles, J. Am.Chem. Soc., 2007, 129, 7859-7866
• [3] Trotta F., Drioli E., Baggiani C., Lacopo D., Molecular imprintedpolymeric membrane for naringin recognition, J. Membr. Sci.,2002, 201, 77-84
• [4] Kobayashi T., Reddy P.S., Ohta M., Abe M., Fujii N., MolecularlyImprinted Polysulfone Membranes Having Acceptor Sites forDonor Dibenzofuran as Novel Membrane Adsorbents: ChargeTransfer Interaction as Recognition Origin, Chem. Mater., 2002,14, 2499-2505[Crossref]
• [5] Terry T.J., Stack T.D.P., Covalent Heterogenization of a DiscreteMn(II) Bis-Phen Complex by a Metal-Template/Metal-ExchangeMethod: An Epoxidation Catalyst with Enhanced Reactivity, J.Am. Chem. Soc., 2008, 130, 4945-4953[WoS]
• [6] Dai S., Hierarchically Imprinted Sorbents, Chem. Eur. J., 2001,7, 763-768[Crossref]
• [7] Paik P., Gedanken A., Mastai Y., Chiral separation abilities:Aspartic acid block copolymer-imprinted mesoporous silica,Micropor. Mesopor. Mater., 2010, 129, 82-89
• [8] Johnson B.J., Melde B.J., Charles P.T., Cardona D.C., DindermanM.A., Malanoski A.P., et al., Imprinted Nanoporous Organosilicasfor Selective Adsorption of Nitroenergetic Targets, Langmuir.,2008, 24, 9024-9029[WoS]
• [9] Wang Y.Q., Yang Y.Y., Xu L., Zhang J., Bisphenol A sensing basedon surface molecularly imprinted, ordered mesoporous silica,Electrochimica Acta., 2011, 56, 2105-2109[WoS]
• [10] Mehdinia A., Ahmadifar M., Aziz-Zanjani M.O., Jabbari A.,Hashtroudi M.S., Selective adsorption of 2,4-dinitrophenol onmolecularly imprinted nanocomposites of mesoporous silicaSBA-15/polyaniline, Analyst., 2012, 137, 4368-4374[WoS]
• [11] Jung B.M., Kim M.S., Kim W.J., Chang J.Y., Molecularly imprintedmesoporous silica particles showing a rapid kinetic binding,Chem. Commun., 2010, 46, 3699-3701[WoS]
• [12] Lofgreen J.E., Moudrakovski I.L., Ozin G.A., MolecularlyImprinted Mesoporous Organosilica, ACS Nano., 2011, 5, 2277-2287[WoS]
• [13] Roch F., Alexander M., Biodegradation of hydrophobiccompounds in the presence of surfactants, Environ. Toxicol.Chem., 1995, 14, 115-1158[Crossref]
• [14] Li X., Liu D., Wang Z., Highly selective recognition of naphtholisomers based on the fluorescence dye-incorporated SH--cyclodextrin functionalized gold nanoparticles, Biosen.Bioelectron., 2011, 26, 2329-2333
• [15] Guo L.Q., Zeng Y.B., Guan A.H., Chen G.N., Preparation andcharacterization of molecularly imprinted silica particles forselective adsorption of naphthalene, Reactive & FunctionPolymers., 2011, 71, 1172-1176
• [16] Mehdi A., Reye C., Brandes S., Guilard R., Corriu R.J.P., Synthesisof large ordered mesoporous silicas containing aminoprpylgroups, New Journal of Chemistry, 2005, 25, 965-968
• [17] Maria Chong A.S., Zhao X.S., Functionalization of SBA-15 withAPTES and Characterization of Functionalized Materials, J. Phys.Chem. B., 2003, 107, 12650-12657
• [18] Sing K.S., EVERETT W.D.H., HAUL R.A.W., MOSCOU L.,PIEROTTIR.A., ROUQUEROL J., et al., REPORTING PHYSISORPTIONDATA FOR GAS/SOLID SYSTEMS with Special Reference to theDetermination of Surface Area and Porosity, Pure & Appl. Chem.,1985, 57, 603-619
• [19] Wei Q., Nie Z.R., Hao L.Y., Liu L., Chen Z.X., Zou J.X., Effect ofsynthesis conditions on the mesoscopical order of mesoporoussilica SBA-15 functionalized by amino groups, J. Sol-gel Sci.Techn., 2006, 39, 103-109
• [20] Sanz R., Calleja G., Arencibia A., Sanz-Perez E.S., Aminofunctionalized mesostructured SBA-15 silica for CO2 capture:Exploring the relation between the adsorption capacity andthe distribution of amino groups by TEM, Micropor. Mesopor.Mater., 2012, 158, 309-317
• [21] Thomas A., Polarz S., Antonietti M., Influence of SpatialRestrictions on Equilibrium Reactions: A Case Study about theExcimer Formation of Pyrene, J. Phys. Chem. B., 2003, 107, 5081-5087

Identyfikatory

DOI

10.1515/chem-2015-0090